From d21b0ddcaae89f238c8ed6f7a5db50104d725cad Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Wed, 29 Jul 2026 15:11:44 +0200
Subject: [PATCH 01/13] Add PLAN.md for bundle bitmap

Co-authored-by: Isaac
---
 PLAN.md | 139 ++++++++++++++++++++++++++++++++++++++++++++++++++++++++
 1 file changed, 139 insertions(+)
 create mode 100644 PLAN.md

diff --git a/PLAN.md b/PLAN.md
new file mode 100644
index 0000000000..cadb2f12e5
--- /dev/null
+++ b/PLAN.md
@@ -0,0 +1,139 @@
+# Bundle bitmap
+
+## Context
+
+CLI telemetry (`go/dabs-telemetry`) tracks DABs feature usage. Today each tracked feature needs
+custom code: add a key constant in `bundle/metrics/metrics.go` and call `b.Metrics.SetBoolValue(...)`
+from a mutator (see `bundle/config/mutator/collect_escape_telemetry.go`, PR #2949). This means only
+hand-picked features are tracked, only after someone wires them up.
+
+Features almost always map to *config fields*. So instead of tracking fields one-by-one, we encode the
+presence/absence of **every** bundle config field as one bit in a compact bitmap. The bitmap's schema
+is an ordered list of field paths derived by reflecting over `config.Root`; it is recorded in-repo and
+embedded into the binary. It is append-only, so a newer binary can decode an older bitmap and vice
+versa (old binary decodes a newer bitmap but lacks names for the trailing new bits).
+
+This PR delivers the hidden `databricks bundle bitmap` command group + the schema infrastructure +
+tests. Wiring the encoded bitmap into the deploy telemetry payload (`BundleDeployExperimental`) is a
+**follow-up PR** (keeps this one focused, per repo rules).
+
+## Key mechanic (validated against the code)
+
+Two existing walkers in `libs/structs/structwalk` are the whole basis:
+
+- `WalkType(reflect.TypeFor[config.Root](), ...)` → visits every field of the *type*, giving JSON
+  paths with wildcards: `resources.jobs.*.name`, `variables.*.default`, `bundle.git.branch`. This
+  ordered list **is the bitmap schema** (bit *i* ↔ line *i*). Paths render via `structpath.PatternNode`
+  (`.*` for map values, `[*]` for slice elements).
+- `Walk(loadedRoot, ...)` → visits scalar **leaf values** of an actual config, giving concrete paths:
+  `resources.jobs['my_job'].name`, honoring `omitempty` (a zero+omitempty field is not emitted = "not
+  set"). Concrete paths use `structpath.PathNode` (`['key']` for map keys, `[N]` for indices).
+
+A concrete path maps to its schema pattern by rebuilding the node chain: dot-string→`NewPatternDotString`,
+map-key(bracket-string)→`NewPatternDotStar`, index→`NewPatternBracketStar`, then `.String()`. The result
+is byte-identical to what `WalkType` emitted, so setting a bit is an O(1) lookup in a
+`map[patternString]int`. Setting a leaf bit also sets all ancestor-prefix bits (so intermediate nodes
+like `resources.jobs.*` read as set when any descendant is present).
+
+Known v1 gap (documented in code): `any`-typed subtrees (`variables.*.default`, `definitions`) are
+walked by neither walker, so those bits stay 0. Acceptable.
+
+## New package: `bundle/bitmap/`
+
+- `schema.txt` — committed, embedded schema (ordered pattern list, one per line). ~thousands of lines,
+  like `acceptance/bundle/refschema/out.fields.txt`.
+- `embed.go` — `//go:embed schema.txt` → `var schemaBytes []byte` (auto-picked up by
+  `tools/list_embeds.py` / `EMBED_SOURCES`, so edits invalidate build/test caches).
+- `bitmap.go` — core, no cobra/bundle-loading deps:
+  - `EmbeddedSchema() []string` — split embedded `schema.txt`.
+  - `WalkSchema() ([]string, error)` — fresh `WalkType` over `config.Root`, pruning noisy/duplicated
+    subtrees `targets`, `environments`, `__locations` (targets/environments are nilled after
+    `SelectTarget`; `__locations` is output-only internal). Mirrors refschema's permissions/grants prune.
+  - `Merge(old, fresh []string) (merged, added []string)` — append-only: keep `old` order, append
+    patterns in `fresh` not already present. Removed fields stay (bit stability).
+  - `Bits(cfg config.Root, schema []string) ([]bool, error)` — `Walk` the value, normalize each leaf +
+    its prefixes, set matching bits.
+  - `normalize(*structpath.PathNode) string` — the rebuild described above.
+  - `Encode(bits []bool, context uint16) (string, error)` — build the byte format below, DEFLATE
+    (`compress/flate`, deterministic — no gzip mtime), base64-encode.
+  - constants: `magic = "DBTB"` (0x44424254; avoids gzip 0x1f8b / zlib 0x78), `contextFullBundle uint16 = 0`.
+
+### Encoded format (uncompressed, before DEFLATE + base64)
+
+| field        | bytes        | value |
+|--------------|--------------|-------|
+| Magic        | 4            | `DBTB` |
+| Version/Size | 4            | uint32 big-endian = N (bit count = len(schema)); doubles as version since N only grows |
+| Context      | 2            | uint16 big-endian = `contextFullBundle` |
+| Bitmap       | ceil(N/8)    | bit *i* = schema line *i*, MSB-first within each byte |
+
+Magic is inside the payload (chosen not to collide with compression magic) so a decoder can tell a raw
+payload from a compressed one.
+
+## New command group: `cmd/bundle/bitmap/`
+
+Hidden parent `bitmap` under `bundle`, registered in `cmd/bundle/bundle.go` via
+`cmd.AddCommand(bitmap.NewBitmapCommand())`. Subcommands (names per spec):
+
+- `schema` — prints `EmbeddedSchema()`, one pattern per line. No bundle load. (`Args: root.NoArgs`.)
+- `update-schema [--validate]` — no bundle load. Computes `WalkSchema()`, `Merge` with embedded.
+  - default: prints merged schema to stdout (Taskfile redirects into `schema.txt`).
+  - `--validate`: if `added` is non-empty, print the new fields and return an error (drift guard);
+    else print nothing, exit 0.
+- `bitmap-text` — loads bundle via `utils.ProcessBundle(cmd, utils.ProcessOptions{Validate: true})`
+  (like `cmd/bundle/validate.go`), computes `Bits` against the embedded schema, prints `0/1 <pattern>`
+  per schema line. Primary golden artifact.
+- `bitmap` — same load, prints `Encode(...)` (base64). Deterministic.
+
+## Tests
+
+New acceptance dir `acceptance/bundle/bitmap/`:
+- `databricks.yml` — a fixture named `test-bundle` exercising several field kinds (a job with tags,
+  a variable, workspace/presets fields).
+- `test.toml` — `Local = true`, `Cloud = false`.
+- `script`:
+  ```
+  trace $CLI bundle bitmap schema > out.schema.txt
+  trace $CLI bundle bitmap bitmap-text > out.bitmap-text.txt
+  trace $CLI bundle bitmap bitmap
+  trace $CLI bundle bitmap update-schema --validate
+  ```
+- Golden `output.txt` + generated `out.schema.txt`, `out.bitmap-text.txt`. `--validate` asserts the
+  committed schema is not stale.
+
+`no_drift` invariant (`acceptance/bundle/invariant/no_drift/script`): add
+`$CLI bundle bitmap bitmap > LOG.bitmap` — `LOG`-prefixed files are logged, not diffed
+(`acceptance_test.go`), so it runs the encoder over all ~55 invariant configs "just for fun".
+
+Unit tests in `bundle/bitmap/bitmap_test.go`: `Merge` append-only behavior, `normalize` on
+struct/map/slice paths, `Encode` header bytes + round-trip decode.
+
+## Taskfile wiring (`Taskfile.yml`)
+
+- Add `generate-bitmap-schema`: `go run . bundle bitmap update-schema > bundle/bitmap/schema.txt`
+  (sources: `bundle/**/*.go`, `go.mod`, `go.sum`, `{{.EMBED_SOURCES}}`; generates
+  `bundle/bitmap/schema.txt`). Model on `generate-refschema` / `generate-schema`.
+- Add it to the `generate` aggregator and to `generate-check` (CI drift guard via `git diff --exit-code`).
+- Per spec ("before we run acceptance tests, update the schema"): make `test-acc` (and `test-update`)
+  depend on `generate-bitmap-schema` so the embedded schema is current before the acceptance suite runs.
+
+## Files touched
+
+- new: `bundle/bitmap/{schema.txt,embed.go,bitmap.go,bitmap_test.go}`
+- new: `cmd/bundle/bitmap/bitmap.go`
+- new: `acceptance/bundle/bitmap/{databricks.yml,test.toml,script,output.txt,out.*.txt}`
+- edit: `cmd/bundle/bundle.go` (register group)
+- edit: `acceptance/bundle/invariant/no_drift/script` (LOG.bitmap line)
+- edit: `Taskfile.yml` (generate-bitmap-schema + wiring)
+- new: `.nextchanges/cli/<slug>.md` (changelog fragment — user-visible hidden command)
+
+## Verification
+
+1. `./task build`
+2. `./task generate-bitmap-schema` → writes `bundle/bitmap/schema.txt`; inspect it looks like a
+   superset of `out.fields.txt` covering the whole Bundle.
+3. `go test ./bundle/bitmap/...`
+4. `go test ./acceptance -run TestAccept/bundle/bitmap -update` then re-run without `-update` (clean).
+5. `go test ./acceptance -run TestAccept/bundle/invariant/no_drift -tail -test.v` — confirm
+   `LOG.bitmap` is produced and no panic.
+6. `./task lint-q`

From 25396ca86f8802d7e42c9008abc16128f0eb2aac Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Wed, 29 Jul 2026 15:24:09 +0200
Subject: [PATCH 02/13] Add bundle bitmap for per-field telemetry

Encode presence of every bundle config field as one bit. The schema is
derived by reflecting over config.Root, recorded in bundle/bitmap/schema.txt,
and embedded into the binary. Append-only so bit positions stay stable.

Adds hidden `databricks bundle bitmap` group: schema, update-schema
[--validate], bitmap-text, bitmap. Wires generate-bitmap-schema into the
Taskfile and runs the encoder over all no_drift invariant configs.

Co-authored-by: Isaac
---
 Taskfile.yml                                 |   26 +
 acceptance/bundle/bitmap/databricks.yml      |   17 +
 acceptance/bundle/bitmap/out.bitmap-text.txt | 3149 ++++++++++++++++++
 acceptance/bundle/bitmap/out.schema.txt      | 3149 ++++++++++++++++++
 acceptance/bundle/bitmap/out.test.toml       |    3 +
 acceptance/bundle/bitmap/output.txt          |    9 +
 acceptance/bundle/bitmap/script              |    4 +
 acceptance/bundle/bitmap/test.toml           |    7 +
 acceptance/bundle/invariant/no_drift/script  |    5 +
 bundle/bitmap/bitmap.go                      |  221 ++
 bundle/bitmap/bitmap_test.go                 |  118 +
 bundle/bitmap/embed.go                       |    6 +
 bundle/bitmap/schema.txt                     | 3149 ++++++++++++++++++
 cmd/bundle/bitmap/bitmap.go                  |  143 +
 cmd/bundle/bundle.go                         |    2 +
 15 files changed, 10008 insertions(+)
 create mode 100644 acceptance/bundle/bitmap/databricks.yml
 create mode 100644 acceptance/bundle/bitmap/out.bitmap-text.txt
 create mode 100644 acceptance/bundle/bitmap/out.schema.txt
 create mode 100644 acceptance/bundle/bitmap/out.test.toml
 create mode 100644 acceptance/bundle/bitmap/output.txt
 create mode 100644 acceptance/bundle/bitmap/script
 create mode 100644 acceptance/bundle/bitmap/test.toml
 create mode 100644 bundle/bitmap/bitmap.go
 create mode 100644 bundle/bitmap/bitmap_test.go
 create mode 100644 bundle/bitmap/embed.go
 create mode 100644 bundle/bitmap/schema.txt
 create mode 100644 cmd/bundle/bitmap/bitmap.go

diff --git a/Taskfile.yml b/Taskfile.yml
index 1eb41d6ac5..ae255548ff 100644
--- a/Taskfile.yml
+++ b/Taskfile.yml
@@ -513,6 +513,9 @@ tasks:
 
   test-acc:
     desc: Run acceptance tests
+    # Refresh the embedded bitmap schema before running so bundle/bitmap tests
+    # assert against an up-to-date schema.
+    deps: ['generate-bitmap-schema']
     # Sources mirror `build` (acceptance_test.go builds the CLI in-process via BuildCLI)
     # plus acceptance/**. For test-acc the checked-in out.* files are golden inputs:
     # changing them must re-run the test. test-update* excludes out.* because they
@@ -552,6 +555,8 @@ tasks:
 
   test-update:
     desc: Update acceptance test output (local)
+    # Refresh the embedded bitmap schema before regenerating golden output.
+    deps: ['generate-bitmap-schema']
     # Excludes out* because the task rewrites them; keeping them in sources would
     # invalidate the checksum and force a re-run on every invocation.
     # Note: output.txt / output.*.txt are outputs here (Phase 0 regenerates them
@@ -806,6 +811,7 @@ tasks:
       # Refreshes acceptance/bundle/refschema/out.fields.txt, which feeds
       # generate-direct-apitypes and generate-direct-resources below.
       - task: generate-refschema
+      - task: generate-bitmap-schema
       - task: generate-schema
       - task: generate-validation
       - task: generate-direct
@@ -827,6 +833,7 @@ tasks:
     cmds:
       - task: generate-cligen
       - task: generate-refschema
+      - task: generate-bitmap-schema
       - task: generate-schema
       - task: generate-validation
       - task: generate-direct
@@ -941,6 +948,25 @@ tasks:
     cmds:
       - go test ./acceptance -run TestAccept/bundle/refschema -update
 
+  # Appends any newly added bundle config fields to bundle/bitmap/schema.txt, the
+  # embedded bitmap schema (see cmd/bundle/bitmap). The schema is append-only, so
+  # update-schema reads the currently embedded schema and only appends. Output is
+  # written to a temp file first so the redirect does not truncate schema.txt
+  # before `go run` embeds it at compile time.
+  generate-bitmap-schema:
+    desc: Regenerate bundle/bitmap/schema.txt
+    sources:
+      - bundle/**/*.go
+      - exclude: bundle/**/*_test.go
+      - go.mod
+      - go.sum
+      - "{{.EMBED_SOURCES}}"
+    generates:
+      - bundle/bitmap/schema.txt
+    cmds:
+      - go run . bundle bitmap update-schema > bundle/bitmap/schema.txt.tmp
+      - mv bundle/bitmap/schema.txt.tmp bundle/bitmap/schema.txt
+
   # Upstream field documentation comes from the checked-in .codegen/cli.json;
   # bundle/internal/schema/annotations.yml carries the CLI-owned docs and
   # overrides and is rewritten in place (synced with the config structure).
diff --git a/acceptance/bundle/bitmap/databricks.yml b/acceptance/bundle/bitmap/databricks.yml
new file mode 100644
index 0000000000..f69cf41ce5
--- /dev/null
+++ b/acceptance/bundle/bitmap/databricks.yml
@@ -0,0 +1,17 @@
+bundle:
+  name: test-bundle
+
+variables:
+  myvar:
+    description: a variable
+    default: abc
+
+presets:
+  name_prefix: dev_
+
+resources:
+  jobs:
+    my_job:
+      name: My Job
+      tags:
+        team: data
diff --git a/acceptance/bundle/bitmap/out.bitmap-text.txt b/acceptance/bundle/bitmap/out.bitmap-text.txt
new file mode 100644
index 0000000000..11bf6bd301
--- /dev/null
+++ b/acceptance/bundle/bitmap/out.bitmap-text.txt
@@ -0,0 +1,3149 @@
+1 variables
+1 variables.*
+0 variables.*.type
+0 variables.*.default
+1 variables.*.description
+0 variables.*.value
+0 variables.*.lookup
+0 variables.*.lookup.alert
+0 variables.*.lookup.cluster_policy
+0 variables.*.lookup.cluster
+0 variables.*.lookup.dashboard
+0 variables.*.lookup.instance_pool
+0 variables.*.lookup.job
+0 variables.*.lookup.metastore
+0 variables.*.lookup.notification_destination
+0 variables.*.lookup.pipeline
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+0 variables.*.lookup.service_principal
+0 variables.*.lookup.warehouse
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index 0000000000..f5ed608089
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+resources.postgres_synced_tables.*.type_overrides[*].size
+resources.postgres_synced_tables.*.synced_table_id
+resources.vector_search_endpoints
+resources.vector_search_endpoints.*
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+presets.artifacts_dynamic_version
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+experimental.python_wheel_wrapper
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+experimental.python.mutators
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+experimental.record_deployment_history
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+permissions[*].service_principal_name
+permissions[*].group_name
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+scripts.*.content
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diff --git a/acceptance/bundle/bitmap/out.test.toml b/acceptance/bundle/bitmap/out.test.toml
new file mode 100644
index 0000000000..e90b6d5d1b
--- /dev/null
+++ b/acceptance/bundle/bitmap/out.test.toml
@@ -0,0 +1,3 @@
+Local = true
+Cloud = false
+EnvMatrix.DATABRICKS_BUNDLE_ENGINE = ["direct"]
diff --git a/acceptance/bundle/bitmap/output.txt b/acceptance/bundle/bitmap/output.txt
new file mode 100644
index 0000000000..8cc1950d4e
--- /dev/null
+++ b/acceptance/bundle/bitmap/output.txt
@@ -0,0 +1,9 @@
+
+>>> [CLI] bundle bitmap schema
+
+>>> [CLI] bundle bitmap bitmap-text
+
+>>> [CLI] bundle bitmap bitmap
+cnEKcWJg4PFlYDjBIKfEwMLAzsDA0MD+gOEBtwIDgwIDGkjgYTBgGAW0AcwNCWAaEAAA//8=
+
+>>> [CLI] bundle bitmap update-schema --validate
diff --git a/acceptance/bundle/bitmap/script b/acceptance/bundle/bitmap/script
new file mode 100644
index 0000000000..f0b9732096
--- /dev/null
+++ b/acceptance/bundle/bitmap/script
@@ -0,0 +1,4 @@
+trace $CLI bundle bitmap schema > out.schema.txt
+trace $CLI bundle bitmap bitmap-text > out.bitmap-text.txt
+trace $CLI bundle bitmap bitmap
+trace $CLI bundle bitmap update-schema --validate
diff --git a/acceptance/bundle/bitmap/test.toml b/acceptance/bundle/bitmap/test.toml
new file mode 100644
index 0000000000..ab0ca65a3a
--- /dev/null
+++ b/acceptance/bundle/bitmap/test.toml
@@ -0,0 +1,7 @@
+Local = true
+Cloud = false
+
+# The bitmap reflects config-field presence, which does not depend on the
+# deployment engine, so run once on direct instead of the inherited
+# terraform/direct matrix.
+EnvMatrix.DATABRICKS_BUNDLE_ENGINE = ["direct"]
diff --git a/acceptance/bundle/invariant/no_drift/script b/acceptance/bundle/invariant/no_drift/script
index 9f031c0f61..a7ce74c8f2 100644
--- a/acceptance/bundle/invariant/no_drift/script
+++ b/acceptance/bundle/invariant/no_drift/script
@@ -14,3 +14,8 @@ fi
 invariant_deploy LOG.deploy $CLI bundle deploy $(readplanarg plan.json)
 
 invariant_verify_no_drift
+
+# Exercise the bitmap encoder over every invariant config. Output goes to a
+# LOG file (logged, not diffed) so this just checks it runs without panicking.
+$CLI bundle bitmap bitmap &> LOG.bitmap
+cat LOG.bitmap | contains.py '!panic:' '!internal error' > /dev/null
diff --git a/bundle/bitmap/bitmap.go b/bundle/bitmap/bitmap.go
new file mode 100644
index 0000000000..ed73975c5d
--- /dev/null
+++ b/bundle/bitmap/bitmap.go
@@ -0,0 +1,221 @@
+// Package bitmap encodes the presence of every bundle configuration field as a
+// single bit. The schema (the ordered list of field paths) is derived by
+// reflecting over config.Root and recorded in schema.txt, which is embedded into
+// the binary. The schema is append-only so that bit positions stay stable across
+// releases: a newer binary can decode an older bitmap and vice versa.
+package bitmap
+
+import (
+	"bytes"
+	"compress/flate"
+	"encoding/base64"
+	"encoding/binary"
+	"fmt"
+	"io"
+	"reflect"
+	"strings"
+
+	"github.com/databricks/cli/bundle/config"
+	"github.com/databricks/cli/libs/structs/structpath"
+	"github.com/databricks/cli/libs/structs/structwalk"
+)
+
+// magic identifies a bundle telemetry bitmap. The bytes are chosen so they do
+// not collide with the leading bytes of the compression formats we wrap the
+// payload in (gzip 0x1f 0x8b, zlib 0x78), so a decoder can tell a raw payload
+// from a compressed one.
+const magic = "DBTB"
+
+// ContextFullBundle marks a bitmap covering the whole config.Root tree. Other
+// context values are reserved for narrower bitmaps in the future.
+const ContextFullBundle uint16 = 0
+
+// headerSize is the size of the fixed header: magic (4) + size (4) + context (2).
+const headerSize = 10
+
+// EmbeddedSchema returns the schema baked into the binary at build time.
+func EmbeddedSchema() []string {
+	return splitLines(schemaBytes)
+}
+
+// WalkSchema reflects over config.Root and returns the ordered list of field
+// paths, one per field, with map keys rendered as ".*" and slice elements as
+// "[*]". This is the freshly computed schema; the committed schema.txt is a
+// prefix of it plus any fields since removed from config.Root.
+func WalkSchema() ([]string, error) {
+	var paths []string
+	err := structwalk.WalkType(reflect.TypeFor[config.Root](), func(path *structpath.PatternNode, _ reflect.Type, _ *reflect.StructField) bool {
+		if path == nil {
+			return true
+		}
+		p := path.String()
+		if isPruned(p) {
+			return false
+		}
+		paths = append(paths, p)
+		return true
+	})
+	if err != nil {
+		return nil, err
+	}
+	return paths, nil
+}
+
+// isPruned reports whether a schema path should be excluded from the bitmap.
+func isPruned(p string) bool {
+	// targets/environments are per-target overrides that are merged away and set
+	// to nil by the SelectTarget mutator, so they are never present at deploy
+	// time and would only duplicate the merged tree. __locations is an
+	// output-only internal field.
+	switch {
+	case p == "targets" || strings.HasPrefix(p, "targets."):
+		return true
+	case p == "environments" || strings.HasPrefix(p, "environments."):
+		return true
+	case p == "__locations" || strings.HasPrefix(p, "__locations."):
+		return true
+	}
+	return false
+}
+
+// Merge appends to old any paths in fresh that are not already present, keeping
+// old's order intact. Paths removed from config.Root remain in the merged schema
+// so that existing bit positions never shift. It returns the merged schema and
+// the list of newly added paths.
+func Merge(old, fresh []string) (merged, added []string) {
+	seen := make(map[string]struct{}, len(old))
+	for _, p := range old {
+		seen[p] = struct{}{}
+	}
+	merged = append(merged, old...)
+	for _, p := range fresh {
+		if _, ok := seen[p]; ok {
+			continue
+		}
+		seen[p] = struct{}{}
+		merged = append(merged, p)
+		added = append(added, p)
+	}
+	return merged, added
+}
+
+// Bits walks the loaded configuration and returns a bit per schema entry: true
+// when the field (or any descendant of it) is set. A leaf value sets both its
+// own bit and every ancestor-prefix bit.
+func Bits(cfg config.Root, schema []string) ([]bool, error) {
+	index := make(map[string]int, len(schema))
+	for i, p := range schema {
+		index[p] = i
+	}
+
+	bits := make([]bool, len(schema))
+	err := structwalk.Walk(cfg, func(path *structpath.PathNode, _ any, _ *reflect.StructField) {
+		for _, pattern := range normalizePrefixes(path) {
+			if i, ok := index[pattern]; ok {
+				bits[i] = true
+			}
+		}
+	})
+	if err != nil {
+		return nil, err
+	}
+	return bits, nil
+}
+
+// normalizePrefixes maps a concrete leaf path to its schema pattern and returns
+// that pattern together with every ancestor prefix, so that setting a leaf also
+// marks intermediate nodes (e.g. "resources.jobs.*") as present.
+func normalizePrefixes(path *structpath.PathNode) []string {
+	segments := path.AsSlice()
+	var result []string
+	var pattern *structpath.PatternNode
+	for _, node := range segments {
+		pattern = appendPattern(pattern, node)
+		result = append(result, pattern.String())
+	}
+	return result
+}
+
+// appendPattern extends a pattern with the wildcard form of a concrete node:
+// a map key or slice index becomes a wildcard, a struct field keeps its name.
+func appendPattern(prev *structpath.PatternNode, node *structpath.PathNode) *structpath.PatternNode {
+	if _, ok := node.Index(); ok {
+		return structpath.NewPatternBracketStar(prev)
+	}
+	if _, ok := node.BracketString(); ok {
+		return structpath.NewPatternDotStar(prev)
+	}
+	if key, ok := node.DotString(); ok {
+		return structpath.NewPatternDotString(prev, key)
+	}
+	// The walk only produces indices, map keys, and dot-string fields for
+	// config.Root, so any other node kind is unexpected.
+	panic(fmt.Sprintf("bitmap: unexpected path node %q", node.String()))
+}
+
+// Encode packs bits into the wire format (magic, size, context, bitmap),
+// compresses it with DEFLATE, and base64-encodes the result. DEFLATE is used
+// rather than gzip because it has no timestamp, keeping the output deterministic.
+func Encode(bits []bool, context uint16) (string, error) {
+	n := len(bits)
+	raw := make([]byte, headerSize+(n+7)/8)
+	copy(raw, magic)
+	binary.BigEndian.PutUint32(raw[4:], uint32(n))
+	binary.BigEndian.PutUint16(raw[8:], context)
+	for i, set := range bits {
+		if set {
+			raw[headerSize+i/8] |= 1 << uint(7-i%8)
+		}
+	}
+
+	var buf bytes.Buffer
+	w, err := flate.NewWriter(&buf, flate.BestCompression)
+	if err != nil {
+		return "", err
+	}
+	if _, err := w.Write(raw); err != nil {
+		return "", err
+	}
+	if err := w.Close(); err != nil {
+		return "", err
+	}
+	return base64.StdEncoding.EncodeToString(buf.Bytes()), nil
+}
+
+// Decode reverses Encode: it base64-decodes, inflates, validates the header, and
+// returns the bits and context.
+func Decode(encoded string) (bits []bool, context uint16, err error) {
+	compressed, err := base64.StdEncoding.DecodeString(encoded)
+	if err != nil {
+		return nil, 0, fmt.Errorf("base64: %w", err)
+	}
+	raw, err := io.ReadAll(flate.NewReader(bytes.NewReader(compressed)))
+	if err != nil {
+		return nil, 0, fmt.Errorf("inflate: %w", err)
+	}
+	if len(raw) < headerSize {
+		return nil, 0, fmt.Errorf("payload too short: %d bytes", len(raw))
+	}
+	if string(raw[:4]) != magic {
+		return nil, 0, fmt.Errorf("bad magic %q", raw[:4])
+	}
+	n := binary.BigEndian.Uint32(raw[4:])
+	context = binary.BigEndian.Uint16(raw[8:])
+	if len(raw) != headerSize+(int(n)+7)/8 {
+		return nil, 0, fmt.Errorf("payload size mismatch: %d bits, %d bytes", n, len(raw))
+	}
+	bits = make([]bool, n)
+	for i := range bits {
+		bits[i] = raw[headerSize+i/8]&(1<<uint(7-i%8)) != 0
+	}
+	return bits, context, nil
+}
+
+// splitLines splits embedded schema bytes into non-empty lines.
+func splitLines(b []byte) []string {
+	s := strings.TrimRight(string(b), "\n")
+	if s == "" {
+		return nil
+	}
+	return strings.Split(s, "\n")
+}
diff --git a/bundle/bitmap/bitmap_test.go b/bundle/bitmap/bitmap_test.go
new file mode 100644
index 0000000000..e431401e58
--- /dev/null
+++ b/bundle/bitmap/bitmap_test.go
@@ -0,0 +1,118 @@
+package bitmap
+
+import (
+	"testing"
+
+	"github.com/databricks/cli/bundle/config"
+	"github.com/databricks/cli/bundle/config/resources"
+	"github.com/databricks/databricks-sdk-go/service/jobs"
+	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/require"
+)
+
+func TestMergeAppendOnly(t *testing.T) {
+	old := []string{"a", "b", "c"}
+	// fresh drops "b" (removed field) and adds "d" and "e".
+	fresh := []string{"a", "c", "d", "e"}
+
+	merged, added := Merge(old, fresh)
+
+	// Removed fields stay to keep bit positions stable; new ones are appended.
+	assert.Equal(t, []string{"a", "b", "c", "d", "e"}, merged)
+	assert.Equal(t, []string{"d", "e"}, added)
+}
+
+func TestMergeNoChange(t *testing.T) {
+	old := []string{"a", "b"}
+	merged, added := Merge(old, []string{"a", "b"})
+	assert.Equal(t, old, merged)
+	assert.Empty(t, added)
+}
+
+func TestWalkSchemaPrunesTargets(t *testing.T) {
+	schema, err := WalkSchema()
+	require.NoError(t, err)
+	require.NotEmpty(t, schema)
+
+	for _, p := range schema {
+		assert.NotEqual(t, "targets", p)
+		assert.NotContains(t, p, "targets.")
+		assert.NotContains(t, p, "environments.")
+		assert.NotContains(t, p, "__locations")
+	}
+
+	assert.Contains(t, schema, "bundle.name")
+	assert.Contains(t, schema, "resources.jobs.*.name")
+}
+
+func TestBitsSetsLeafAndPrefixes(t *testing.T) {
+	schema := []string{
+		"bundle",
+		"bundle.name",
+		"resources",
+		"resources.jobs",
+		"resources.jobs.*",
+		"resources.jobs.*.name",
+		"resources.jobs.*.tags",
+		"resources.jobs.*.tags.*",
+		"workspace.host",
+	}
+
+	var cfg config.Root
+	cfg.Bundle.Name = "test-bundle"
+	cfg.Resources.Jobs = map[string]*resources.Job{
+		"my_job": {
+			JobSettings: jobs.JobSettings{
+				Name: "My Job",
+				Tags: map[string]string{"team": "data"},
+			},
+		},
+	}
+
+	bits, err := Bits(cfg, schema)
+	require.NoError(t, err)
+
+	set := map[string]bool{}
+	for i, p := range schema {
+		set[p] = bits[i]
+	}
+
+	assert.True(t, set["bundle"])
+	assert.True(t, set["bundle.name"])
+	assert.True(t, set["resources"])
+	assert.True(t, set["resources.jobs"])
+	assert.True(t, set["resources.jobs.*"])
+	assert.True(t, set["resources.jobs.*.name"])
+	assert.True(t, set["resources.jobs.*.tags"])
+	assert.True(t, set["resources.jobs.*.tags.*"])
+
+	// Not set in the config.
+	assert.False(t, set["workspace.host"])
+}
+
+func TestEncodeDecodeRoundTrip(t *testing.T) {
+	bits := []bool{true, false, false, true, true, false, false, false, true}
+
+	encoded, err := Encode(bits, ContextFullBundle)
+	require.NoError(t, err)
+
+	decoded, context, err := Decode(encoded)
+	require.NoError(t, err)
+	assert.Equal(t, ContextFullBundle, context)
+	assert.Equal(t, bits, decoded)
+}
+
+func TestEncodeEmpty(t *testing.T) {
+	encoded, err := Encode(nil, ContextFullBundle)
+	require.NoError(t, err)
+
+	decoded, _, err := Decode(encoded)
+	require.NoError(t, err)
+	assert.Empty(t, decoded)
+}
+
+func TestDecodeBadMagic(t *testing.T) {
+	// Valid base64 + deflate but not our payload.
+	_, _, err := Decode("not-valid-base64!!!")
+	assert.Error(t, err)
+}
diff --git a/bundle/bitmap/embed.go b/bundle/bitmap/embed.go
new file mode 100644
index 0000000000..c5cb9c5bbd
--- /dev/null
+++ b/bundle/bitmap/embed.go
@@ -0,0 +1,6 @@
+package bitmap
+
+import _ "embed"
+
+//go:embed schema.txt
+var schemaBytes []byte
diff --git a/bundle/bitmap/schema.txt b/bundle/bitmap/schema.txt
new file mode 100644
index 0000000000..f5ed608089
--- /dev/null
+++ b/bundle/bitmap/schema.txt
@@ -0,0 +1,3149 @@
+variables
+variables.*
+variables.*.type
+variables.*.default
+variables.*.description
+variables.*.value
+variables.*.lookup
+variables.*.lookup.alert
+variables.*.lookup.cluster_policy
+variables.*.lookup.cluster
+variables.*.lookup.dashboard
+variables.*.lookup.instance_pool
+variables.*.lookup.job
+variables.*.lookup.metastore
+variables.*.lookup.notification_destination
+variables.*.lookup.pipeline
+variables.*.lookup.query
+variables.*.lookup.service_principal
+variables.*.lookup.warehouse
+bundle
+bundle.name
+bundle.target
+bundle.environment
+bundle.terraform
+bundle.terraform.exec_path
+bundle.force
+bundle.git
+bundle.git.branch
+bundle.git.origin_url
+bundle.git.commit
+bundle.git.bundle_root_path
+bundle.git.actual_branch
+bundle.mode
+bundle.compute_id
+bundle.cluster_id
+bundle.engine
+bundle.deployment
+bundle.deployment.fail_on_active_runs
+bundle.deployment.lock
+bundle.deployment.lock.enabled
+bundle.deployment.lock.force
+bundle.databricks_cli_version
+bundle.uuid
+include
+include[*]
+workspace
+workspace.host
+workspace.profile
+workspace.auth_type
+workspace.metadata_service_url
+workspace.client_id
+workspace.google_service_account
+workspace.azure_workspace_resource_id
+workspace.azure_use_msi
+workspace.azure_client_id
+workspace.azure_tenant_id
+workspace.azure_environment
+workspace.azure_login_app_id
+workspace.experimental_is_unified_host
+workspace.account_id
+workspace.workspace_id
+workspace.current_user
+workspace.current_user.short_name
+workspace.current_user.domain_friendly_name
+workspace.current_user.active
+workspace.current_user.displayName
+workspace.current_user.emails
+workspace.current_user.emails[*]
+workspace.current_user.emails[*].display
+workspace.current_user.emails[*].primary
+workspace.current_user.emails[*].$ref
+workspace.current_user.emails[*].type
+workspace.current_user.emails[*].value
+workspace.current_user.entitlements
+workspace.current_user.entitlements[*]
+workspace.current_user.entitlements[*].display
+workspace.current_user.entitlements[*].primary
+workspace.current_user.entitlements[*].$ref
+workspace.current_user.entitlements[*].type
+workspace.current_user.entitlements[*].value
+workspace.current_user.externalId
+workspace.current_user.groups
+workspace.current_user.groups[*]
+workspace.current_user.groups[*].display
+workspace.current_user.groups[*].primary
+workspace.current_user.groups[*].$ref
+workspace.current_user.groups[*].type
+workspace.current_user.groups[*].value
+workspace.current_user.id
+workspace.current_user.name
+workspace.current_user.name.familyName
+workspace.current_user.name.givenName
+workspace.current_user.roles
+workspace.current_user.roles[*]
+workspace.current_user.roles[*].display
+workspace.current_user.roles[*].primary
+workspace.current_user.roles[*].$ref
+workspace.current_user.roles[*].type
+workspace.current_user.roles[*].value
+workspace.current_user.schemas
+workspace.current_user.schemas[*]
+workspace.current_user.userName
+workspace.root_path
+workspace.file_path
+workspace.resource_path
+workspace.artifact_path
+workspace.state_path
+workspace.snapshot_path
+artifacts
+artifacts.*
+artifacts.*.type
+artifacts.*.path
+artifacts.*.files
+artifacts.*.files[*]
+artifacts.*.files[*].source
+artifacts.*.files[*].patched
+artifacts.*.files[*].remote_path
+artifacts.*.build
+artifacts.*.executable
+artifacts.*.dynamic_version
+resources
+resources.jobs
+resources.jobs.*
+resources.jobs.*.id
+resources.jobs.*.modified_status
+resources.jobs.*.url
+resources.jobs.*.lifecycle
+resources.jobs.*.lifecycle.prevent_destroy
+resources.jobs.*.budget_policy_id
+resources.jobs.*.continuous
+resources.jobs.*.continuous.pause_status
+resources.jobs.*.continuous.task_retry_mode
+resources.jobs.*.deployment
+resources.jobs.*.deployment.deployment_id
+resources.jobs.*.deployment.kind
+resources.jobs.*.deployment.metadata_file_path
+resources.jobs.*.deployment.version_id
+resources.jobs.*.description
+resources.jobs.*.edit_mode
+resources.jobs.*.email_notifications
+resources.jobs.*.email_notifications.no_alert_for_skipped_runs
+resources.jobs.*.email_notifications.on_duration_warning_threshold_exceeded
+resources.jobs.*.email_notifications.on_duration_warning_threshold_exceeded[*]
+resources.jobs.*.email_notifications.on_failure
+resources.jobs.*.email_notifications.on_failure[*]
+resources.jobs.*.email_notifications.on_start
+resources.jobs.*.email_notifications.on_start[*]
+resources.jobs.*.email_notifications.on_streaming_backlog_exceeded
+resources.jobs.*.email_notifications.on_streaming_backlog_exceeded[*]
+resources.jobs.*.email_notifications.on_success
+resources.jobs.*.email_notifications.on_success[*]
+resources.jobs.*.environments
+resources.jobs.*.environments[*]
+resources.jobs.*.environments[*].environment_key
+resources.jobs.*.environments[*].spec
+resources.jobs.*.environments[*].spec.base_environment
+resources.jobs.*.environments[*].spec.client
+resources.jobs.*.environments[*].spec.dependencies
+resources.jobs.*.environments[*].spec.dependencies[*]
+resources.jobs.*.environments[*].spec.environment_version
+resources.jobs.*.environments[*].spec.java_dependencies
+resources.jobs.*.environments[*].spec.java_dependencies[*]
+resources.jobs.*.format
+resources.jobs.*.git_source
+resources.jobs.*.git_source.git_branch
+resources.jobs.*.git_source.git_commit
+resources.jobs.*.git_source.git_provider
+resources.jobs.*.git_source.git_snapshot
+resources.jobs.*.git_source.git_snapshot.used_commit
+resources.jobs.*.git_source.git_tag
+resources.jobs.*.git_source.git_url
+resources.jobs.*.git_source.job_source
+resources.jobs.*.git_source.job_source.dirty_state
+resources.jobs.*.git_source.job_source.import_from_git_branch
+resources.jobs.*.git_source.job_source.job_config_path
+resources.jobs.*.git_source.sparse_checkout
+resources.jobs.*.git_source.sparse_checkout.patterns
+resources.jobs.*.git_source.sparse_checkout.patterns[*]
+resources.jobs.*.health
+resources.jobs.*.health.rules
+resources.jobs.*.health.rules[*]
+resources.jobs.*.health.rules[*].metric
+resources.jobs.*.health.rules[*].op
+resources.jobs.*.health.rules[*].value
+resources.jobs.*.job_clusters
+resources.jobs.*.job_clusters[*]
+resources.jobs.*.job_clusters[*].job_cluster_key
+resources.jobs.*.job_clusters[*].new_cluster
+resources.jobs.*.job_clusters[*].new_cluster.apply_policy_default_values
+resources.jobs.*.job_clusters[*].new_cluster.autoscale
+resources.jobs.*.job_clusters[*].new_cluster.autoscale.max_workers
+resources.jobs.*.job_clusters[*].new_cluster.autoscale.min_workers
+resources.jobs.*.job_clusters[*].new_cluster.autotermination_minutes
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.availability
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.ebs_volume_count
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.ebs_volume_iops
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.ebs_volume_size
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.ebs_volume_throughput
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.ebs_volume_type
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.first_on_demand
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.instance_profile_arn
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.spot_bid_price_percent
+resources.jobs.*.job_clusters[*].new_cluster.aws_attributes.zone_id
+resources.jobs.*.job_clusters[*].new_cluster.azure_attributes
+resources.jobs.*.job_clusters[*].new_cluster.azure_attributes.availability
+resources.jobs.*.job_clusters[*].new_cluster.azure_attributes.capacity_reservation_group
+resources.jobs.*.job_clusters[*].new_cluster.azure_attributes.first_on_demand
+resources.jobs.*.job_clusters[*].new_cluster.azure_attributes.log_analytics_info
+resources.jobs.*.job_clusters[*].new_cluster.azure_attributes.log_analytics_info.log_analytics_primary_key
+resources.jobs.*.job_clusters[*].new_cluster.azure_attributes.log_analytics_info.log_analytics_workspace_id
+resources.jobs.*.job_clusters[*].new_cluster.azure_attributes.spot_bid_max_price
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.dbfs
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.dbfs.destination
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.canned_acl
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.destination
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.enable_encryption
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.encryption_type
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.endpoint
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.kms_key
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.region
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.volumes
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.volumes.destination
+resources.jobs.*.job_clusters[*].new_cluster.cluster_name
+resources.jobs.*.job_clusters[*].new_cluster.custom_tags
+resources.jobs.*.job_clusters[*].new_cluster.custom_tags.*
+resources.jobs.*.job_clusters[*].new_cluster.data_security_mode
+resources.jobs.*.job_clusters[*].new_cluster.docker_image
+resources.jobs.*.job_clusters[*].new_cluster.docker_image.basic_auth
+resources.jobs.*.job_clusters[*].new_cluster.docker_image.basic_auth.password
+resources.jobs.*.job_clusters[*].new_cluster.docker_image.basic_auth.username
+resources.jobs.*.job_clusters[*].new_cluster.docker_image.url
+resources.jobs.*.job_clusters[*].new_cluster.driver_instance_pool_id
+resources.jobs.*.job_clusters[*].new_cluster.driver_node_type_flexibility
+resources.jobs.*.job_clusters[*].new_cluster.driver_node_type_flexibility.alternate_node_type_ids
+resources.jobs.*.job_clusters[*].new_cluster.driver_node_type_flexibility.alternate_node_type_ids[*]
+resources.jobs.*.job_clusters[*].new_cluster.driver_node_type_id
+resources.jobs.*.job_clusters[*].new_cluster.enable_elastic_disk
+resources.jobs.*.job_clusters[*].new_cluster.enable_local_disk_encryption
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.availability
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.boot_disk_size
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.confidential_compute_type
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.first_on_demand
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.google_service_account
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.local_ssd_count
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.use_preemptible_executors
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.zone_id
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*]
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].abfss
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].abfss.destination
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].dbfs
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].dbfs.destination
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].file
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].file.destination
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].gcs
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].gcs.destination
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.canned_acl
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.destination
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.enable_encryption
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.encryption_type
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.endpoint
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.kms_key
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.region
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].volumes
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].volumes.destination
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].workspace
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].workspace.destination
+resources.jobs.*.job_clusters[*].new_cluster.instance_pool_id
+resources.jobs.*.job_clusters[*].new_cluster.is_single_node
+resources.jobs.*.job_clusters[*].new_cluster.kind
+resources.jobs.*.job_clusters[*].new_cluster.node_type_id
+resources.jobs.*.job_clusters[*].new_cluster.num_workers
+resources.jobs.*.job_clusters[*].new_cluster.policy_id
+resources.jobs.*.job_clusters[*].new_cluster.remote_disk_throughput
+resources.jobs.*.job_clusters[*].new_cluster.runtime_engine
+resources.jobs.*.job_clusters[*].new_cluster.single_user_name
+resources.jobs.*.job_clusters[*].new_cluster.spark_conf
+resources.jobs.*.job_clusters[*].new_cluster.spark_conf.*
+resources.jobs.*.job_clusters[*].new_cluster.spark_env_vars
+resources.jobs.*.job_clusters[*].new_cluster.spark_env_vars.*
+resources.jobs.*.job_clusters[*].new_cluster.spark_version
+resources.jobs.*.job_clusters[*].new_cluster.ssh_public_keys
+resources.jobs.*.job_clusters[*].new_cluster.ssh_public_keys[*]
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+experimental.python.mutators
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+experimental.python.venv_path
+experimental.skip_artifact_cleanup
+experimental.skip_name_prefix_for_schema
+experimental.record_deployment_history
+permissions
+permissions[*]
+permissions[*].level
+permissions[*].user_name
+permissions[*].service_principal_name
+permissions[*].group_name
+scripts
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+scripts.*.content
+scripts.*.env
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+python
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+definitions
diff --git a/cmd/bundle/bitmap/bitmap.go b/cmd/bundle/bitmap/bitmap.go
new file mode 100644
index 0000000000..d1af932d36
--- /dev/null
+++ b/cmd/bundle/bitmap/bitmap.go
@@ -0,0 +1,143 @@
+package bitmap
+
+import (
+	"errors"
+	"fmt"
+	"io"
+	"strings"
+
+	bundlebitmap "github.com/databricks/cli/bundle/bitmap"
+	"github.com/databricks/cli/cmd/bundle/utils"
+	"github.com/databricks/cli/cmd/root"
+	"github.com/spf13/cobra"
+)
+
+// NewBitmapCommand returns the hidden "bitmap" command group. It exposes the
+// bundle bitmap: a per-field presence map used for telemetry. See
+// bundle/bitmap for the format and schema.
+func NewBitmapCommand() *cobra.Command {
+	cmd := &cobra.Command{
+		Use:   "bitmap",
+		Short: "Inspect the bundle field bitmap used for telemetry",
+		Long: `The bundle bitmap encodes the presence of every bundle configuration field
+as a single bit. Its schema is an ordered list of field paths derived from the
+bundle configuration type and embedded into the CLI binary.`,
+		Hidden: true,
+	}
+	cmd.AddCommand(newSchemaCommand())
+	cmd.AddCommand(newUpdateSchemaCommand())
+	cmd.AddCommand(newBitmapTextCommand())
+	cmd.AddCommand(newBitmapCommand())
+	return cmd
+}
+
+func newSchemaCommand() *cobra.Command {
+	cmd := &cobra.Command{
+		Use:   "schema",
+		Short: "Print the embedded bitmap schema, one field path per line",
+		Args:  root.NoArgs,
+	}
+	cmd.RunE = func(cmd *cobra.Command, args []string) error {
+		return printLines(cmd.OutOrStdout(), bundlebitmap.EmbeddedSchema())
+	}
+	return cmd
+}
+
+func newUpdateSchemaCommand() *cobra.Command {
+	cmd := &cobra.Command{
+		Use:   "update-schema",
+		Short: "Append newly added fields to the embedded schema",
+		Long: `Walks the bundle configuration type and appends any fields not already in the
+embedded schema, printing the merged schema. The schema is append-only: removed
+fields are kept so that bit positions stay stable.`,
+		Args: root.NoArgs,
+	}
+	var validate bool
+	cmd.Flags().BoolVar(&validate, "validate", false, "Fail if the embedded schema is missing fields instead of printing the merged schema")
+	cmd.RunE = func(cmd *cobra.Command, args []string) error {
+		fresh, err := bundlebitmap.WalkSchema()
+		if err != nil {
+			return err
+		}
+		merged, added := bundlebitmap.Merge(bundlebitmap.EmbeddedSchema(), fresh)
+		if validate {
+			if len(added) > 0 {
+				return fmt.Errorf("embedded schema is out of date, %d field(s) missing:\n%s\nrun 'task generate-bitmap-schema' to update", len(added), strings.Join(added, "\n"))
+			}
+			return nil
+		}
+		return printLines(cmd.OutOrStdout(), merged)
+	}
+	return cmd
+}
+
+func newBitmapTextCommand() *cobra.Command {
+	cmd := &cobra.Command{
+		Use:   "bitmap-text",
+		Short: "Print the bitmap as '0/1 field_path' lines for the current bundle",
+		Args:  root.NoArgs,
+	}
+	cmd.RunE = func(cmd *cobra.Command, args []string) error {
+		bits, schema, err := loadBits(cmd)
+		if err != nil {
+			return err
+		}
+		out := cmd.OutOrStdout()
+		for i, p := range schema {
+			set := 0
+			if bits[i] {
+				set = 1
+			}
+			fmt.Fprintf(out, "%d %s\n", set, p)
+		}
+		return nil
+	}
+	return cmd
+}
+
+func newBitmapCommand() *cobra.Command {
+	cmd := &cobra.Command{
+		Use:   "bitmap",
+		Short: "Print the compressed, base64-encoded bitmap for the current bundle",
+		Args:  root.NoArgs,
+	}
+	cmd.RunE = func(cmd *cobra.Command, args []string) error {
+		bits, _, err := loadBits(cmd)
+		if err != nil {
+			return err
+		}
+		encoded, err := bundlebitmap.Encode(bits, bundlebitmap.ContextFullBundle)
+		if err != nil {
+			return err
+		}
+		fmt.Fprintln(cmd.OutOrStdout(), encoded)
+		return nil
+	}
+	return cmd
+}
+
+// loadBits loads the bundle and computes its bitmap against the embedded schema.
+func loadBits(cmd *cobra.Command) ([]bool, []string, error) {
+	b, err := utils.ProcessBundle(cmd, utils.ProcessOptions{Validate: true})
+	if err != nil && !errors.Is(err, root.ErrAlreadyPrinted) {
+		return nil, nil, err
+	}
+	if b == nil {
+		return nil, nil, errors.New("failed to load bundle")
+	}
+	schema := bundlebitmap.EmbeddedSchema()
+	bits, err := bundlebitmap.Bits(b.Config, schema)
+	if err != nil {
+		return nil, nil, err
+	}
+	return bits, schema, nil
+}
+
+func printLines(out io.Writer, lines []string) error {
+	for _, l := range lines {
+		if _, err := fmt.Fprintln(out, l); err != nil {
+			return err
+		}
+	}
+	return nil
+}
diff --git a/cmd/bundle/bundle.go b/cmd/bundle/bundle.go
index d8334d3828..12702b10e2 100644
--- a/cmd/bundle/bundle.go
+++ b/cmd/bundle/bundle.go
@@ -1,6 +1,7 @@
 package bundle
 
 import (
+	"github.com/databricks/cli/cmd/bundle/bitmap"
 	"github.com/databricks/cli/cmd/bundle/deployment"
 	"github.com/spf13/cobra"
 )
@@ -40,6 +41,7 @@ Online documentation: https://docs.databricks.com/en/dev-tools/bundles/index.htm
 	cmd.AddCommand(newOpenCommand())
 	cmd.AddCommand(newPlanCommand())
 	cmd.AddCommand(newConfigRemoteSyncCommand())
+	cmd.AddCommand(bitmap.NewBitmapCommand())
 
 	return cmd
 }

From 431032cc2cf5686e5ae7fd7471a3f8738169df53 Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Wed, 29 Jul 2026 15:24:19 +0200
Subject: [PATCH 03/13] Remove PLAN.md

Kept in PR history for context; not landed.

Co-authored-by: Isaac
---
 PLAN.md | 139 --------------------------------------------------------
 1 file changed, 139 deletions(-)
 delete mode 100644 PLAN.md

diff --git a/PLAN.md b/PLAN.md
deleted file mode 100644
index cadb2f12e5..0000000000
--- a/PLAN.md
+++ /dev/null
@@ -1,139 +0,0 @@
-# Bundle bitmap
-
-## Context
-
-CLI telemetry (`go/dabs-telemetry`) tracks DABs feature usage. Today each tracked feature needs
-custom code: add a key constant in `bundle/metrics/metrics.go` and call `b.Metrics.SetBoolValue(...)`
-from a mutator (see `bundle/config/mutator/collect_escape_telemetry.go`, PR #2949). This means only
-hand-picked features are tracked, only after someone wires them up.
-
-Features almost always map to *config fields*. So instead of tracking fields one-by-one, we encode the
-presence/absence of **every** bundle config field as one bit in a compact bitmap. The bitmap's schema
-is an ordered list of field paths derived by reflecting over `config.Root`; it is recorded in-repo and
-embedded into the binary. It is append-only, so a newer binary can decode an older bitmap and vice
-versa (old binary decodes a newer bitmap but lacks names for the trailing new bits).
-
-This PR delivers the hidden `databricks bundle bitmap` command group + the schema infrastructure +
-tests. Wiring the encoded bitmap into the deploy telemetry payload (`BundleDeployExperimental`) is a
-**follow-up PR** (keeps this one focused, per repo rules).
-
-## Key mechanic (validated against the code)
-
-Two existing walkers in `libs/structs/structwalk` are the whole basis:
-
-- `WalkType(reflect.TypeFor[config.Root](), ...)` → visits every field of the *type*, giving JSON
-  paths with wildcards: `resources.jobs.*.name`, `variables.*.default`, `bundle.git.branch`. This
-  ordered list **is the bitmap schema** (bit *i* ↔ line *i*). Paths render via `structpath.PatternNode`
-  (`.*` for map values, `[*]` for slice elements).
-- `Walk(loadedRoot, ...)` → visits scalar **leaf values** of an actual config, giving concrete paths:
-  `resources.jobs['my_job'].name`, honoring `omitempty` (a zero+omitempty field is not emitted = "not
-  set"). Concrete paths use `structpath.PathNode` (`['key']` for map keys, `[N]` for indices).
-
-A concrete path maps to its schema pattern by rebuilding the node chain: dot-string→`NewPatternDotString`,
-map-key(bracket-string)→`NewPatternDotStar`, index→`NewPatternBracketStar`, then `.String()`. The result
-is byte-identical to what `WalkType` emitted, so setting a bit is an O(1) lookup in a
-`map[patternString]int`. Setting a leaf bit also sets all ancestor-prefix bits (so intermediate nodes
-like `resources.jobs.*` read as set when any descendant is present).
-
-Known v1 gap (documented in code): `any`-typed subtrees (`variables.*.default`, `definitions`) are
-walked by neither walker, so those bits stay 0. Acceptable.
-
-## New package: `bundle/bitmap/`
-
-- `schema.txt` — committed, embedded schema (ordered pattern list, one per line). ~thousands of lines,
-  like `acceptance/bundle/refschema/out.fields.txt`.
-- `embed.go` — `//go:embed schema.txt` → `var schemaBytes []byte` (auto-picked up by
-  `tools/list_embeds.py` / `EMBED_SOURCES`, so edits invalidate build/test caches).
-- `bitmap.go` — core, no cobra/bundle-loading deps:
-  - `EmbeddedSchema() []string` — split embedded `schema.txt`.
-  - `WalkSchema() ([]string, error)` — fresh `WalkType` over `config.Root`, pruning noisy/duplicated
-    subtrees `targets`, `environments`, `__locations` (targets/environments are nilled after
-    `SelectTarget`; `__locations` is output-only internal). Mirrors refschema's permissions/grants prune.
-  - `Merge(old, fresh []string) (merged, added []string)` — append-only: keep `old` order, append
-    patterns in `fresh` not already present. Removed fields stay (bit stability).
-  - `Bits(cfg config.Root, schema []string) ([]bool, error)` — `Walk` the value, normalize each leaf +
-    its prefixes, set matching bits.
-  - `normalize(*structpath.PathNode) string` — the rebuild described above.
-  - `Encode(bits []bool, context uint16) (string, error)` — build the byte format below, DEFLATE
-    (`compress/flate`, deterministic — no gzip mtime), base64-encode.
-  - constants: `magic = "DBTB"` (0x44424254; avoids gzip 0x1f8b / zlib 0x78), `contextFullBundle uint16 = 0`.
-
-### Encoded format (uncompressed, before DEFLATE + base64)
-
-| field        | bytes        | value |
-|--------------|--------------|-------|
-| Magic        | 4            | `DBTB` |
-| Version/Size | 4            | uint32 big-endian = N (bit count = len(schema)); doubles as version since N only grows |
-| Context      | 2            | uint16 big-endian = `contextFullBundle` |
-| Bitmap       | ceil(N/8)    | bit *i* = schema line *i*, MSB-first within each byte |
-
-Magic is inside the payload (chosen not to collide with compression magic) so a decoder can tell a raw
-payload from a compressed one.
-
-## New command group: `cmd/bundle/bitmap/`
-
-Hidden parent `bitmap` under `bundle`, registered in `cmd/bundle/bundle.go` via
-`cmd.AddCommand(bitmap.NewBitmapCommand())`. Subcommands (names per spec):
-
-- `schema` — prints `EmbeddedSchema()`, one pattern per line. No bundle load. (`Args: root.NoArgs`.)
-- `update-schema [--validate]` — no bundle load. Computes `WalkSchema()`, `Merge` with embedded.
-  - default: prints merged schema to stdout (Taskfile redirects into `schema.txt`).
-  - `--validate`: if `added` is non-empty, print the new fields and return an error (drift guard);
-    else print nothing, exit 0.
-- `bitmap-text` — loads bundle via `utils.ProcessBundle(cmd, utils.ProcessOptions{Validate: true})`
-  (like `cmd/bundle/validate.go`), computes `Bits` against the embedded schema, prints `0/1 <pattern>`
-  per schema line. Primary golden artifact.
-- `bitmap` — same load, prints `Encode(...)` (base64). Deterministic.
-
-## Tests
-
-New acceptance dir `acceptance/bundle/bitmap/`:
-- `databricks.yml` — a fixture named `test-bundle` exercising several field kinds (a job with tags,
-  a variable, workspace/presets fields).
-- `test.toml` — `Local = true`, `Cloud = false`.
-- `script`:
-  ```
-  trace $CLI bundle bitmap schema > out.schema.txt
-  trace $CLI bundle bitmap bitmap-text > out.bitmap-text.txt
-  trace $CLI bundle bitmap bitmap
-  trace $CLI bundle bitmap update-schema --validate
-  ```
-- Golden `output.txt` + generated `out.schema.txt`, `out.bitmap-text.txt`. `--validate` asserts the
-  committed schema is not stale.
-
-`no_drift` invariant (`acceptance/bundle/invariant/no_drift/script`): add
-`$CLI bundle bitmap bitmap > LOG.bitmap` — `LOG`-prefixed files are logged, not diffed
-(`acceptance_test.go`), so it runs the encoder over all ~55 invariant configs "just for fun".
-
-Unit tests in `bundle/bitmap/bitmap_test.go`: `Merge` append-only behavior, `normalize` on
-struct/map/slice paths, `Encode` header bytes + round-trip decode.
-
-## Taskfile wiring (`Taskfile.yml`)
-
-- Add `generate-bitmap-schema`: `go run . bundle bitmap update-schema > bundle/bitmap/schema.txt`
-  (sources: `bundle/**/*.go`, `go.mod`, `go.sum`, `{{.EMBED_SOURCES}}`; generates
-  `bundle/bitmap/schema.txt`). Model on `generate-refschema` / `generate-schema`.
-- Add it to the `generate` aggregator and to `generate-check` (CI drift guard via `git diff --exit-code`).
-- Per spec ("before we run acceptance tests, update the schema"): make `test-acc` (and `test-update`)
-  depend on `generate-bitmap-schema` so the embedded schema is current before the acceptance suite runs.
-
-## Files touched
-
-- new: `bundle/bitmap/{schema.txt,embed.go,bitmap.go,bitmap_test.go}`
-- new: `cmd/bundle/bitmap/bitmap.go`
-- new: `acceptance/bundle/bitmap/{databricks.yml,test.toml,script,output.txt,out.*.txt}`
-- edit: `cmd/bundle/bundle.go` (register group)
-- edit: `acceptance/bundle/invariant/no_drift/script` (LOG.bitmap line)
-- edit: `Taskfile.yml` (generate-bitmap-schema + wiring)
-- new: `.nextchanges/cli/<slug>.md` (changelog fragment — user-visible hidden command)
-
-## Verification
-
-1. `./task build`
-2. `./task generate-bitmap-schema` → writes `bundle/bitmap/schema.txt`; inspect it looks like a
-   superset of `out.fields.txt` covering the whole Bundle.
-3. `go test ./bundle/bitmap/...`
-4. `go test ./acceptance -run TestAccept/bundle/bitmap -update` then re-run without `-update` (clean).
-5. `go test ./acceptance -run TestAccept/bundle/invariant/no_drift -tail -test.v` — confirm
-   `LOG.bitmap` is produced and no panic.
-6. `./task lint-q`

From e9df195b5e42df8b2fb282d08000bf5a160e7c6b Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Wed, 29 Jul 2026 16:17:26 +0200
Subject: [PATCH 04/13] Add bool value bits, decode round-trip, and template
 recording

- Every bool/*bool field now gets a "#true" value bit in addition to its
  presence bit, so a *bool encodes unset/false/true as 00/10/11.
- decode_bitmap.py decodes the base64 bitmap against the schema; the dedicated
  acceptance test asserts it round-trips to bitmap-text.
- Record the encoded bitmap and set-bit list for the default-python template.

Co-authored-by: Isaac
---
 acceptance/bin/decode_bitmap.py               |  47 ++++
 acceptance/bundle/bitmap/out.bitmap-text.txt  | 236 ++++++++++++++++++
 acceptance/bundle/bitmap/out.bitmap.b64       |   1 +
 acceptance/bundle/bitmap/out.schema.txt       | 236 ++++++++++++++++++
 acceptance/bundle/bitmap/output.txt           |   1 -
 acceptance/bundle/bitmap/script               |   9 +-
 acceptance/bundle/bitmap/test.toml            |   4 +
 .../default-python/classic/out.bitmap.txt     | 125 ++++++++++
 .../default-python/classic/output.txt         |   3 +
 .../templates/default-python/classic/script   |   6 +
 bundle/bitmap/bitmap.go                       |  45 +++-
 bundle/bitmap/bitmap_test.go                  |  54 ++++
 bundle/bitmap/schema.txt                      | 236 ++++++++++++++++++
 13 files changed, 992 insertions(+), 11 deletions(-)
 create mode 100644 acceptance/bin/decode_bitmap.py
 create mode 100644 acceptance/bundle/bitmap/out.bitmap.b64
 create mode 100644 acceptance/bundle/templates/default-python/classic/out.bitmap.txt

diff --git a/acceptance/bin/decode_bitmap.py b/acceptance/bin/decode_bitmap.py
new file mode 100644
index 0000000000..bae2fd7963
--- /dev/null
+++ b/acceptance/bin/decode_bitmap.py
@@ -0,0 +1,47 @@
+#!/usr/bin/env python3
+"""Decode a base64 bundle bitmap and print '0/1 field_path' per schema line.
+
+Usage: decode_bitmap.py SCHEMA_FILE < ENCODED_BITMAP
+
+The output matches `databricks bundle bitmap bitmap-text`, so a test can assert
+the encoded bitmap round-trips to the same per-field view.
+
+Wire format (see bundle/bitmap/bitmap.go): raw-DEFLATE of
+  magic "DBTB" (4) | size uint32 BE | context uint16 BE | bitmap ceil(size/8) bytes
+with bit i (MSB-first within each byte) corresponding to schema line i.
+"""
+
+import base64
+import struct
+import sys
+import zlib
+
+MAGIC = b"DBTB"
+HEADER_SIZE = 10
+
+
+def main():
+    schema_file = sys.argv[1]
+    with open(schema_file) as f:
+        schema = f.read().splitlines()
+
+    encoded = sys.stdin.read().strip()
+    # -15 selects raw DEFLATE (no zlib/gzip wrapper), matching compress/flate.
+    raw = zlib.decompress(base64.b64decode(encoded), -15)
+
+    if raw[:4] != MAGIC:
+        sys.exit(f"bad magic: {raw[:4]!r}")
+    (size,) = struct.unpack(">I", raw[4:8])
+    if len(raw) != HEADER_SIZE + (size + 7) // 8:
+        sys.exit(f"payload size mismatch: {size} bits, {len(raw)} bytes")
+    if size != len(schema):
+        sys.exit(f"schema has {len(schema)} lines but bitmap has {size} bits")
+
+    bitmap = raw[HEADER_SIZE:]
+    for i, field in enumerate(schema):
+        bit = (bitmap[i // 8] >> (7 - i % 8)) & 1
+        print(f"{bit} {field}")
+
+
+if __name__ == "__main__":
+    main()
diff --git a/acceptance/bundle/bitmap/out.bitmap-text.txt b/acceptance/bundle/bitmap/out.bitmap-text.txt
index 11bf6bd301..463b9f287e 100644
--- a/acceptance/bundle/bitmap/out.bitmap-text.txt
+++ b/acceptance/bundle/bitmap/out.bitmap-text.txt
@@ -3147,3 +3147,239 @@
 0 python.mutators[*]
 0 python.venv_path
 0 definitions
+0 bundle.force#true
+0 bundle.deployment.fail_on_active_runs#true
+0 bundle.deployment.lock.enabled#true
+0 bundle.deployment.lock.force#true
+0 workspace.azure_use_msi#true
+0 workspace.experimental_is_unified_host#true
+0 workspace.current_user.active#true
+0 workspace.current_user.emails[*].primary#true
+0 workspace.current_user.entitlements[*].primary#true
+0 workspace.current_user.groups[*].primary#true
+0 workspace.current_user.roles[*].primary#true
+0 artifacts.*.dynamic_version#true
+0 resources.jobs.*.lifecycle.prevent_destroy#true
+0 resources.jobs.*.email_notifications.no_alert_for_skipped_runs#true
+0 resources.jobs.*.job_clusters[*].new_cluster.apply_policy_default_values#true
+0 resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.enable_encryption#true
+0 resources.jobs.*.job_clusters[*].new_cluster.enable_elastic_disk#true
+0 resources.jobs.*.job_clusters[*].new_cluster.enable_local_disk_encryption#true
+0 resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.use_preemptible_executors#true
+0 resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.enable_encryption#true
+0 resources.jobs.*.job_clusters[*].new_cluster.is_single_node#true
+0 resources.jobs.*.job_clusters[*].new_cluster.use_ml_runtime#true
+0 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.jobs#true
+0 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.notebooks#true
+0 resources.jobs.*.notification_settings.no_alert_for_canceled_runs#true
+0 resources.jobs.*.notification_settings.no_alert_for_skipped_runs#true
+1 resources.jobs.*.queue.enabled#true
+0 resources.jobs.*.tasks[*].dashboard_task.subscription.paused#true
+0 resources.jobs.*.tasks[*].disable_auto_optimization#true
+0 resources.jobs.*.tasks[*].disabled#true
+0 resources.jobs.*.tasks[*].email_notifications.no_alert_for_skipped_runs#true
+0 resources.jobs.*.tasks[*].for_each_task.task.dashboard_task.subscription.paused#true
+0 resources.jobs.*.tasks[*].for_each_task.task.disable_auto_optimization#true
+0 resources.jobs.*.tasks[*].for_each_task.task.disabled#true
+0 resources.jobs.*.tasks[*].for_each_task.task.email_notifications.no_alert_for_skipped_runs#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.apply_policy_default_values#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.cluster_log_conf.s3.enable_encryption#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.enable_elastic_disk#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.enable_local_disk_encryption#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.gcp_attributes.use_preemptible_executors#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.init_scripts[*].s3.enable_encryption#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.is_single_node#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.use_ml_runtime#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.workload_type.clients.jobs#true
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.workload_type.clients.notebooks#true
+0 resources.jobs.*.tasks[*].for_each_task.task.notification_settings.alert_on_last_attempt#true
+0 resources.jobs.*.tasks[*].for_each_task.task.notification_settings.no_alert_for_canceled_runs#true
+0 resources.jobs.*.tasks[*].for_each_task.task.notification_settings.no_alert_for_skipped_runs#true
+0 resources.jobs.*.tasks[*].for_each_task.task.pipeline_task.full_refresh#true
+0 resources.jobs.*.tasks[*].for_each_task.task.power_bi_task.power_bi_model.overwrite_existing#true
+0 resources.jobs.*.tasks[*].for_each_task.task.power_bi_task.refresh_after_update#true
+0 resources.jobs.*.tasks[*].for_each_task.task.retry_on_timeout#true
+0 resources.jobs.*.tasks[*].for_each_task.task.run_job_task.pipeline_params.full_refresh#true
+0 resources.jobs.*.tasks[*].for_each_task.task.spark_jar_task.run_as_repl#true
+0 resources.jobs.*.tasks[*].for_each_task.task.sql_task.alert.pause_subscriptions#true
+0 resources.jobs.*.tasks[*].for_each_task.task.sql_task.dashboard.pause_subscriptions#true
+0 resources.jobs.*.tasks[*].new_cluster.apply_policy_default_values#true
+0 resources.jobs.*.tasks[*].new_cluster.cluster_log_conf.s3.enable_encryption#true
+0 resources.jobs.*.tasks[*].new_cluster.enable_elastic_disk#true
+0 resources.jobs.*.tasks[*].new_cluster.enable_local_disk_encryption#true
+0 resources.jobs.*.tasks[*].new_cluster.gcp_attributes.use_preemptible_executors#true
+0 resources.jobs.*.tasks[*].new_cluster.init_scripts[*].s3.enable_encryption#true
+0 resources.jobs.*.tasks[*].new_cluster.is_single_node#true
+0 resources.jobs.*.tasks[*].new_cluster.use_ml_runtime#true
+0 resources.jobs.*.tasks[*].new_cluster.workload_type.clients.jobs#true
+0 resources.jobs.*.tasks[*].new_cluster.workload_type.clients.notebooks#true
+0 resources.jobs.*.tasks[*].notification_settings.alert_on_last_attempt#true
+0 resources.jobs.*.tasks[*].notification_settings.no_alert_for_canceled_runs#true
+0 resources.jobs.*.tasks[*].notification_settings.no_alert_for_skipped_runs#true
+0 resources.jobs.*.tasks[*].pipeline_task.full_refresh#true
+0 resources.jobs.*.tasks[*].power_bi_task.power_bi_model.overwrite_existing#true
+0 resources.jobs.*.tasks[*].power_bi_task.refresh_after_update#true
+0 resources.jobs.*.tasks[*].retry_on_timeout#true
+0 resources.jobs.*.tasks[*].run_job_task.pipeline_params.full_refresh#true
+0 resources.jobs.*.tasks[*].spark_jar_task.run_as_repl#true
+0 resources.jobs.*.tasks[*].sql_task.alert.pause_subscriptions#true
+0 resources.jobs.*.tasks[*].sql_task.dashboard.pause_subscriptions#true
+0 resources.job_runs.*.lifecycle.prevent_destroy#true
+0 resources.job_runs.*.pipeline_params.full_refresh#true
+0 resources.job_runs.*.queue.enabled#true
+0 resources.pipelines.*.lifecycle.prevent_destroy#true
+0 resources.pipelines.*.allow_duplicate_names#true
+0 resources.pipelines.*.clusters[*].apply_policy_default_values#true
+0 resources.pipelines.*.clusters[*].cluster_log_conf.s3.enable_encryption#true
+0 resources.pipelines.*.clusters[*].enable_local_disk_encryption#true
+0 resources.pipelines.*.clusters[*].gcp_attributes.use_preemptible_executors#true
+0 resources.pipelines.*.clusters[*].init_scripts[*].s3.enable_encryption#true
+0 resources.pipelines.*.continuous#true
+0 resources.pipelines.*.development#true
+0 resources.pipelines.*.dry_run#true
+0 resources.pipelines.*.ingestion_definition.ingest_from_uc_foreign_catalog#true
+0 resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.auto_full_refresh_policy.enabled#true
+0 resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.enable_auto_clustering#true
+0 resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.salesforce_include_formula_fields#true
+0 resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.workday_report_parameters.incremental#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.gdrive_options.file_ingestion_options.ignore_corrupt_files#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.gdrive_options.file_ingestion_options.infer_column_types#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.gdrive_options.file_ingestion_options.reader_case_sensitive#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.kafka_options.key_transformer.json_options.as_variant#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.kafka_options.value_transformer.json_options.as_variant#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options.ignore_corrupt_files#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options.infer_column_types#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options.reader_case_sensitive#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.smartsheet_options.enforce_schema#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.tiktok_ads_options.custom_report_options.query_lifetime#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.tiktok_ads_options.query_lifetime#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration.auto_full_refresh_policy.enabled#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration.enable_auto_clustering#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration.salesforce_include_formula_fields#true
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration.workday_report_parameters.incremental#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.gdrive_options.file_ingestion_options.ignore_corrupt_files#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.gdrive_options.file_ingestion_options.infer_column_types#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.gdrive_options.file_ingestion_options.reader_case_sensitive#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.kafka_options.key_transformer.json_options.as_variant#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.kafka_options.value_transformer.json_options.as_variant#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.file_ingestion_options.ignore_corrupt_files#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.file_ingestion_options.infer_column_types#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.file_ingestion_options.reader_case_sensitive#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.smartsheet_options.enforce_schema#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.tiktok_ads_options.custom_report_options.query_lifetime#true
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.tiktok_ads_options.query_lifetime#true
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diff --git a/acceptance/bundle/bitmap/out.bitmap.b64 b/acceptance/bundle/bitmap/out.bitmap.b64
new file mode 100644
index 0000000000..6c0eece839
--- /dev/null
+++ b/acceptance/bundle/bitmap/out.bitmap.b64
@@ -0,0 +1 @@
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diff --git a/acceptance/bundle/bitmap/out.schema.txt b/acceptance/bundle/bitmap/out.schema.txt
index f5ed608089..ce5f7ebb94 100644
--- a/acceptance/bundle/bitmap/out.schema.txt
+++ b/acceptance/bundle/bitmap/out.schema.txt
@@ -3147,3 +3147,239 @@ python.mutators
 python.mutators[*]
 python.venv_path
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+resources.postgres_synced_tables.*.lifecycle.prevent_destroy#true
+resources.postgres_synced_tables.*.accelerated_sync#true
+resources.postgres_synced_tables.*.create_database_objects_if_missing#true
+resources.vector_search_endpoints.*.lifecycle.prevent_destroy#true
+resources.vector_search_indexes.*.lifecycle.prevent_destroy#true
+resources.instance_pools.*.lifecycle.prevent_destroy#true
+resources.instance_pools.*.enable_elastic_disk#true
+presets.pipelines_development#true
+presets.source_linked_deployment#true
+presets.artifacts_dynamic_version#true
+experimental.immutable_folder#true
+experimental.python_wheel_wrapper#true
+experimental.use_legacy_run_as#true
+experimental.pydabs.enabled#true
+experimental.skip_artifact_cleanup#true
+experimental.skip_name_prefix_for_schema#true
+experimental.record_deployment_history#true
diff --git a/acceptance/bundle/bitmap/output.txt b/acceptance/bundle/bitmap/output.txt
index 8cc1950d4e..45da4b9afb 100644
--- a/acceptance/bundle/bitmap/output.txt
+++ b/acceptance/bundle/bitmap/output.txt
@@ -4,6 +4,5 @@
 >>> [CLI] bundle bitmap bitmap-text
 
 >>> [CLI] bundle bitmap bitmap
-cnEKcWJg4PFlYDjBIKfEwMLAzsDA0MD+gOEBtwIDgwIDGkjgYTBgGAW0AcwNCWAaEAAA//8=
 
 >>> [CLI] bundle bitmap update-schema --validate
diff --git a/acceptance/bundle/bitmap/script b/acceptance/bundle/bitmap/script
index f0b9732096..be9fa71e71 100644
--- a/acceptance/bundle/bitmap/script
+++ b/acceptance/bundle/bitmap/script
@@ -1,4 +1,11 @@
 trace $CLI bundle bitmap schema > out.schema.txt
 trace $CLI bundle bitmap bitmap-text > out.bitmap-text.txt
-trace $CLI bundle bitmap bitmap
+
+# The encoded bitmap must round-trip: decoding it against the schema reproduces
+# the bitmap-text output exactly. decoded.txt is a temp artifact (not an "out"
+# golden) since it must equal out.bitmap-text.txt.
+trace $CLI bundle bitmap bitmap > out.bitmap.b64
+decode_bitmap.py out.schema.txt < out.bitmap.b64 > decoded.txt
+diff.py out.bitmap-text.txt decoded.txt
+
 trace $CLI bundle bitmap update-schema --validate
diff --git a/acceptance/bundle/bitmap/test.toml b/acceptance/bundle/bitmap/test.toml
index ab0ca65a3a..2724b63fe2 100644
--- a/acceptance/bundle/bitmap/test.toml
+++ b/acceptance/bundle/bitmap/test.toml
@@ -1,6 +1,10 @@
 Local = true
 Cloud = false
 
+# decoded.txt is a scratch artifact produced by the round-trip check; it must
+# equal out.bitmap-text.txt so there is no need to record it as a golden.
+Ignore = ["decoded.txt"]
+
 # The bitmap reflects config-field presence, which does not depend on the
 # deployment engine, so run once on direct instead of the inherited
 # terraform/direct matrix.
diff --git a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
new file mode 100644
index 0000000000..4f22df411d
--- /dev/null
+++ b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
@@ -0,0 +1,125 @@
+1 variables
+1 variables.*
+1 variables.*.description
+1 bundle
+1 bundle.name
+1 bundle.target
+1 bundle.environment
+1 bundle.git
+1 bundle.git.bundle_root_path
+1 bundle.mode
+1 bundle.deployment
+1 bundle.deployment.lock
+1 bundle.deployment.lock.enabled
+1 bundle.uuid
+1 include
+1 include[*]
+1 workspace
+1 workspace.host
+1 workspace.current_user
+1 workspace.current_user.short_name
+1 workspace.current_user.domain_friendly_name
+1 workspace.current_user.id
+1 workspace.current_user.userName
+1 workspace.root_path
+1 workspace.file_path
+1 workspace.resource_path
+1 workspace.artifact_path
+1 workspace.state_path
+1 artifacts
+1 artifacts.*
+1 artifacts.*.type
+1 artifacts.*.path
+1 artifacts.*.files
+1 artifacts.*.files[*]
+1 artifacts.*.files[*].source
+1 artifacts.*.build
+1 artifacts.*.dynamic_version
+1 resources
+1 resources.jobs
+1 resources.jobs.*
+1 resources.jobs.*.deployment
+1 resources.jobs.*.deployment.kind
+1 resources.jobs.*.deployment.metadata_file_path
+1 resources.jobs.*.edit_mode
+1 resources.jobs.*.format
+1 resources.jobs.*.job_clusters
+1 resources.jobs.*.job_clusters[*]
+1 resources.jobs.*.job_clusters[*].job_cluster_key
+1 resources.jobs.*.job_clusters[*].new_cluster
+1 resources.jobs.*.job_clusters[*].new_cluster.autoscale
+1 resources.jobs.*.job_clusters[*].new_cluster.autoscale.max_workers
+1 resources.jobs.*.job_clusters[*].new_cluster.autoscale.min_workers
+1 resources.jobs.*.job_clusters[*].new_cluster.data_security_mode
+1 resources.jobs.*.job_clusters[*].new_cluster.node_type_id
+1 resources.jobs.*.job_clusters[*].new_cluster.spark_version
+1 resources.jobs.*.max_concurrent_runs
+1 resources.jobs.*.name
+1 resources.jobs.*.parameters
+1 resources.jobs.*.parameters[*]
+1 resources.jobs.*.parameters[*].default
+1 resources.jobs.*.parameters[*].name
+1 resources.jobs.*.queue
+1 resources.jobs.*.queue.enabled
+1 resources.jobs.*.tags
+1 resources.jobs.*.tags.*
+1 resources.jobs.*.tasks
+1 resources.jobs.*.tasks[*]
+1 resources.jobs.*.tasks[*].depends_on
+1 resources.jobs.*.tasks[*].depends_on[*]
+1 resources.jobs.*.tasks[*].depends_on[*].task_key
+1 resources.jobs.*.tasks[*].job_cluster_key
+1 resources.jobs.*.tasks[*].libraries
+1 resources.jobs.*.tasks[*].libraries[*]
+1 resources.jobs.*.tasks[*].libraries[*].whl
+1 resources.jobs.*.tasks[*].notebook_task
+1 resources.jobs.*.tasks[*].notebook_task.notebook_path
+1 resources.jobs.*.tasks[*].pipeline_task
+1 resources.jobs.*.tasks[*].pipeline_task.pipeline_id
+1 resources.jobs.*.tasks[*].python_wheel_task
+1 resources.jobs.*.tasks[*].python_wheel_task.entry_point
+1 resources.jobs.*.tasks[*].python_wheel_task.package_name
+1 resources.jobs.*.tasks[*].python_wheel_task.parameters
+1 resources.jobs.*.tasks[*].python_wheel_task.parameters[*]
+1 resources.jobs.*.tasks[*].task_key
+1 resources.jobs.*.trigger
+1 resources.jobs.*.trigger.pause_status
+1 resources.jobs.*.trigger.periodic
+1 resources.jobs.*.trigger.periodic.interval
+1 resources.jobs.*.trigger.periodic.unit
+1 resources.pipelines
+1 resources.pipelines.*
+1 resources.pipelines.*.channel
+1 resources.pipelines.*.deployment
+1 resources.pipelines.*.deployment.kind
+1 resources.pipelines.*.deployment.metadata_file_path
+1 resources.pipelines.*.development
+1 resources.pipelines.*.edition
+1 resources.pipelines.*.environment
+1 resources.pipelines.*.environment.dependencies
+1 resources.pipelines.*.environment.dependencies[*]
+1 resources.pipelines.*.libraries
+1 resources.pipelines.*.libraries[*]
+1 resources.pipelines.*.libraries[*].glob
+1 resources.pipelines.*.libraries[*].glob.include
+1 resources.pipelines.*.name
+1 resources.pipelines.*.root_path
+1 resources.pipelines.*.schema
+1 resources.pipelines.*.tags
+1 resources.pipelines.*.tags.*
+1 sync
+1 sync.paths
+1 sync.paths[*]
+1 presets
+1 presets.name_prefix
+1 presets.pipelines_development
+1 presets.trigger_pause_status
+1 presets.jobs_max_concurrent_runs
+1 presets.artifacts_dynamic_version
+1 presets.tags
+1 presets.tags.*
+1 artifacts.*.dynamic_version#true
+1 resources.jobs.*.queue.enabled#true
+1 resources.pipelines.*.development#true
+1 presets.pipelines_development#true
+1 presets.artifacts_dynamic_version#true
diff --git a/acceptance/bundle/templates/default-python/classic/output.txt b/acceptance/bundle/templates/default-python/classic/output.txt
index 2a301801d8..7bfdb8aff4 100644
--- a/acceptance/bundle/templates/default-python/classic/output.txt
+++ b/acceptance/bundle/templates/default-python/classic/output.txt
@@ -32,6 +32,9 @@ Workspace:
 
 Validation OK!
 
+>>> [CLI] bundle bitmap bitmap -t dev
+cnEKcWJg4LVkYDjBIKfUbcfAzsDA0MD+/ukDbgUGBgUGhu8MDAwMHCCCQYCFIfkMgw0DBFxgIBnwMbCg8JkcmhgYGCQPwLgMDA7sDTBJCSS1jNkHGCgAkg0KDC4JDIMdMDfUQrzZwAgVYUFXwujAAAgAAP//
+
 >>> [CLI] bundle plan -t dev
 Building python_artifact...
 create jobs.sample_job
diff --git a/acceptance/bundle/templates/default-python/classic/script b/acceptance/bundle/templates/default-python/classic/script
index 6b79c6f225..fd08edee5b 100644
--- a/acceptance/bundle/templates/default-python/classic/script
+++ b/acceptance/bundle/templates/default-python/classic/script
@@ -4,6 +4,12 @@ cd output/my_default_python
 trace $CLI bundle validate -t dev
 trace $CLI bundle validate -t prod
 
+# Record the field bitmap for this realistic template. The bitmap reflects
+# config-field presence and is engine-independent, so both the encoded blob and
+# the set-bit list are recorded once (not per engine).
+trace $CLI bundle bitmap bitmap -t dev
+$CLI bundle bitmap bitmap-text -t dev | grep '^1 ' > ../../out.bitmap.txt
+
 trace $CLI bundle plan -t dev
 trace $CLI bundle plan -t prod
 
diff --git a/bundle/bitmap/bitmap.go b/bundle/bitmap/bitmap.go
index ed73975c5d..d6149fda28 100644
--- a/bundle/bitmap/bitmap.go
+++ b/bundle/bitmap/bitmap.go
@@ -30,6 +30,12 @@ const magic = "DBTB"
 // context values are reserved for narrower bitmaps in the future.
 const ContextFullBundle uint16 = 0
 
+// valueSuffix marks the second of the two schema entries emitted for every bool
+// field. The first entry (the bare path) is the presence bit; this one is set
+// when the field's value is true. Together they encode a *bool tri-state:
+// unset -> 0,0; &false -> 1,0; &true -> 1,1.
+const valueSuffix = "#true"
+
 // headerSize is the size of the fixed header: magic (4) + size (4) + context (2).
 const headerSize = 10
 
@@ -40,11 +46,13 @@ func EmbeddedSchema() []string {
 
 // WalkSchema reflects over config.Root and returns the ordered list of field
 // paths, one per field, with map keys rendered as ".*" and slice elements as
-// "[*]". This is the freshly computed schema; the committed schema.txt is a
-// prefix of it plus any fields since removed from config.Root.
+// "[*]". Every bool field additionally gets a "#true" value entry right after
+// its presence entry (see valueSuffix). This is the freshly computed schema;
+// the committed schema.txt is a prefix of it plus any fields since removed from
+// config.Root.
 func WalkSchema() ([]string, error) {
 	var paths []string
-	err := structwalk.WalkType(reflect.TypeFor[config.Root](), func(path *structpath.PatternNode, _ reflect.Type, _ *reflect.StructField) bool {
+	err := structwalk.WalkType(reflect.TypeFor[config.Root](), func(path *structpath.PatternNode, typ reflect.Type, _ *reflect.StructField) bool {
 		if path == nil {
 			return true
 		}
@@ -53,6 +61,9 @@ func WalkSchema() ([]string, error) {
 			return false
 		}
 		paths = append(paths, p)
+		if isBool(typ) {
+			paths = append(paths, p+valueSuffix)
+		}
 		return true
 	})
 	if err != nil {
@@ -61,6 +72,14 @@ func WalkSchema() ([]string, error) {
 	return paths, nil
 }
 
+// isBool reports whether typ is a bool or a pointer to one.
+func isBool(typ reflect.Type) bool {
+	for typ.Kind() == reflect.Pointer {
+		typ = typ.Elem()
+	}
+	return typ.Kind() == reflect.Bool
+}
+
 // isPruned reports whether a schema path should be excluded from the bitmap.
 func isPruned(p string) bool {
 	// targets/environments are per-target overrides that are merged away and set
@@ -101,7 +120,8 @@ func Merge(old, fresh []string) (merged, added []string) {
 
 // Bits walks the loaded configuration and returns a bit per schema entry: true
 // when the field (or any descendant of it) is set. A leaf value sets both its
-// own bit and every ancestor-prefix bit.
+// own presence bit and every ancestor-prefix bit. A bool leaf that is true also
+// sets its "#true" value bit.
 func Bits(cfg config.Root, schema []string) ([]bool, error) {
 	index := make(map[string]int, len(schema))
 	for i, p := range schema {
@@ -109,11 +129,18 @@ func Bits(cfg config.Root, schema []string) ([]bool, error) {
 	}
 
 	bits := make([]bool, len(schema))
-	err := structwalk.Walk(cfg, func(path *structpath.PathNode, _ any, _ *reflect.StructField) {
-		for _, pattern := range normalizePrefixes(path) {
-			if i, ok := index[pattern]; ok {
-				bits[i] = true
-			}
+	setBit := func(pattern string) {
+		if i, ok := index[pattern]; ok {
+			bits[i] = true
+		}
+	}
+	err := structwalk.Walk(cfg, func(path *structpath.PathNode, val any, _ *reflect.StructField) {
+		prefixes := normalizePrefixes(path)
+		for _, pattern := range prefixes {
+			setBit(pattern)
+		}
+		if b, ok := val.(bool); ok && b {
+			setBit(prefixes[len(prefixes)-1] + valueSuffix)
 		}
 	})
 	if err != nil {
diff --git a/bundle/bitmap/bitmap_test.go b/bundle/bitmap/bitmap_test.go
index e431401e58..d9b46157d3 100644
--- a/bundle/bitmap/bitmap_test.go
+++ b/bundle/bitmap/bitmap_test.go
@@ -45,6 +45,60 @@ func TestWalkSchemaPrunesTargets(t *testing.T) {
 	assert.Contains(t, schema, "resources.jobs.*.name")
 }
 
+func TestWalkSchemaEmitsValueBitForBool(t *testing.T) {
+	schema, err := WalkSchema()
+	require.NoError(t, err)
+
+	// bundle.force is a bool: it gets both a presence entry and a #true value
+	// entry, and they are adjacent.
+	i := indexOf(schema, "bundle.force")
+	require.GreaterOrEqual(t, i, 0)
+	assert.Equal(t, "bundle.force"+valueSuffix, schema[i+1])
+}
+
+func TestBitsBoolTriState(t *testing.T) {
+	schema := []string{
+		"bundle.force",
+		"bundle.force" + valueSuffix,
+		"bundle.deployment.lock.enabled",
+		"bundle.deployment.lock.enabled" + valueSuffix,
+	}
+
+	// lock.enabled is a *bool: unset here, so both its bits stay 0.
+	// bundle.force is a plain bool set to true: presence and value both 1.
+	var cfg config.Root
+	cfg.Bundle.Force = true
+
+	bits, err := Bits(cfg, schema)
+	require.NoError(t, err)
+	assert.Equal(t, []bool{true, true, false, false}, bits)
+}
+
+func TestBitsPointerBoolFalse(t *testing.T) {
+	schema := []string{
+		"bundle.deployment.lock.enabled",
+		"bundle.deployment.lock.enabled" + valueSuffix,
+	}
+
+	// A *bool set to false: presence 1, value 0 (distinguishable from unset 0,0).
+	no := false
+	var cfg config.Root
+	cfg.Bundle.Deployment.Lock.Enabled = &no
+
+	bits, err := Bits(cfg, schema)
+	require.NoError(t, err)
+	assert.Equal(t, []bool{true, false}, bits)
+}
+
+func indexOf(s []string, v string) int {
+	for i, x := range s {
+		if x == v {
+			return i
+		}
+	}
+	return -1
+}
+
 func TestBitsSetsLeafAndPrefixes(t *testing.T) {
 	schema := []string{
 		"bundle",
diff --git a/bundle/bitmap/schema.txt b/bundle/bitmap/schema.txt
index f5ed608089..ce5f7ebb94 100644
--- a/bundle/bitmap/schema.txt
+++ b/bundle/bitmap/schema.txt
@@ -3147,3 +3147,239 @@ python.mutators
 python.mutators[*]
 python.venv_path
 definitions
+bundle.force#true
+bundle.deployment.fail_on_active_runs#true
+bundle.deployment.lock.enabled#true
+bundle.deployment.lock.force#true
+workspace.azure_use_msi#true
+workspace.experimental_is_unified_host#true
+workspace.current_user.active#true
+workspace.current_user.emails[*].primary#true
+workspace.current_user.entitlements[*].primary#true
+workspace.current_user.groups[*].primary#true
+workspace.current_user.roles[*].primary#true
+artifacts.*.dynamic_version#true
+resources.jobs.*.lifecycle.prevent_destroy#true
+resources.jobs.*.email_notifications.no_alert_for_skipped_runs#true
+resources.jobs.*.job_clusters[*].new_cluster.apply_policy_default_values#true
+resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.enable_encryption#true
+resources.jobs.*.job_clusters[*].new_cluster.enable_elastic_disk#true
+resources.jobs.*.job_clusters[*].new_cluster.enable_local_disk_encryption#true
+resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.use_preemptible_executors#true
+resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.enable_encryption#true
+resources.jobs.*.job_clusters[*].new_cluster.is_single_node#true
+resources.jobs.*.job_clusters[*].new_cluster.use_ml_runtime#true
+resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.jobs#true
+resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.notebooks#true
+resources.jobs.*.notification_settings.no_alert_for_canceled_runs#true
+resources.jobs.*.notification_settings.no_alert_for_skipped_runs#true
+resources.jobs.*.queue.enabled#true
+resources.jobs.*.tasks[*].dashboard_task.subscription.paused#true
+resources.jobs.*.tasks[*].disable_auto_optimization#true
+resources.jobs.*.tasks[*].disabled#true
+resources.jobs.*.tasks[*].email_notifications.no_alert_for_skipped_runs#true
+resources.jobs.*.tasks[*].for_each_task.task.dashboard_task.subscription.paused#true
+resources.jobs.*.tasks[*].for_each_task.task.disable_auto_optimization#true
+resources.jobs.*.tasks[*].for_each_task.task.disabled#true
+resources.jobs.*.tasks[*].for_each_task.task.email_notifications.no_alert_for_skipped_runs#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.apply_policy_default_values#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.cluster_log_conf.s3.enable_encryption#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.enable_elastic_disk#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.enable_local_disk_encryption#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.gcp_attributes.use_preemptible_executors#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.init_scripts[*].s3.enable_encryption#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.is_single_node#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.use_ml_runtime#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.workload_type.clients.jobs#true
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.workload_type.clients.notebooks#true
+resources.jobs.*.tasks[*].for_each_task.task.notification_settings.alert_on_last_attempt#true
+resources.jobs.*.tasks[*].for_each_task.task.notification_settings.no_alert_for_canceled_runs#true
+resources.jobs.*.tasks[*].for_each_task.task.notification_settings.no_alert_for_skipped_runs#true
+resources.jobs.*.tasks[*].for_each_task.task.pipeline_task.full_refresh#true
+resources.jobs.*.tasks[*].for_each_task.task.power_bi_task.power_bi_model.overwrite_existing#true
+resources.jobs.*.tasks[*].for_each_task.task.power_bi_task.refresh_after_update#true
+resources.jobs.*.tasks[*].for_each_task.task.retry_on_timeout#true
+resources.jobs.*.tasks[*].for_each_task.task.run_job_task.pipeline_params.full_refresh#true
+resources.jobs.*.tasks[*].for_each_task.task.spark_jar_task.run_as_repl#true
+resources.jobs.*.tasks[*].for_each_task.task.sql_task.alert.pause_subscriptions#true
+resources.jobs.*.tasks[*].for_each_task.task.sql_task.dashboard.pause_subscriptions#true
+resources.jobs.*.tasks[*].new_cluster.apply_policy_default_values#true
+resources.jobs.*.tasks[*].new_cluster.cluster_log_conf.s3.enable_encryption#true
+resources.jobs.*.tasks[*].new_cluster.enable_elastic_disk#true
+resources.jobs.*.tasks[*].new_cluster.enable_local_disk_encryption#true
+resources.jobs.*.tasks[*].new_cluster.gcp_attributes.use_preemptible_executors#true
+resources.jobs.*.tasks[*].new_cluster.init_scripts[*].s3.enable_encryption#true
+resources.jobs.*.tasks[*].new_cluster.is_single_node#true
+resources.jobs.*.tasks[*].new_cluster.use_ml_runtime#true
+resources.jobs.*.tasks[*].new_cluster.workload_type.clients.jobs#true
+resources.jobs.*.tasks[*].new_cluster.workload_type.clients.notebooks#true
+resources.jobs.*.tasks[*].notification_settings.alert_on_last_attempt#true
+resources.jobs.*.tasks[*].notification_settings.no_alert_for_canceled_runs#true
+resources.jobs.*.tasks[*].notification_settings.no_alert_for_skipped_runs#true
+resources.jobs.*.tasks[*].pipeline_task.full_refresh#true
+resources.jobs.*.tasks[*].power_bi_task.power_bi_model.overwrite_existing#true
+resources.jobs.*.tasks[*].power_bi_task.refresh_after_update#true
+resources.jobs.*.tasks[*].retry_on_timeout#true
+resources.jobs.*.tasks[*].run_job_task.pipeline_params.full_refresh#true
+resources.jobs.*.tasks[*].spark_jar_task.run_as_repl#true
+resources.jobs.*.tasks[*].sql_task.alert.pause_subscriptions#true
+resources.jobs.*.tasks[*].sql_task.dashboard.pause_subscriptions#true
+resources.job_runs.*.lifecycle.prevent_destroy#true
+resources.job_runs.*.pipeline_params.full_refresh#true
+resources.job_runs.*.queue.enabled#true
+resources.pipelines.*.lifecycle.prevent_destroy#true
+resources.pipelines.*.allow_duplicate_names#true
+resources.pipelines.*.clusters[*].apply_policy_default_values#true
+resources.pipelines.*.clusters[*].cluster_log_conf.s3.enable_encryption#true
+resources.pipelines.*.clusters[*].enable_local_disk_encryption#true
+resources.pipelines.*.clusters[*].gcp_attributes.use_preemptible_executors#true
+resources.pipelines.*.clusters[*].init_scripts[*].s3.enable_encryption#true
+resources.pipelines.*.continuous#true
+resources.pipelines.*.development#true
+resources.pipelines.*.dry_run#true
+resources.pipelines.*.ingestion_definition.ingest_from_uc_foreign_catalog#true
+resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.auto_full_refresh_policy.enabled#true
+resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.enable_auto_clustering#true
+resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.salesforce_include_formula_fields#true
+resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.workday_report_parameters.incremental#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.gdrive_options.file_ingestion_options.ignore_corrupt_files#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.gdrive_options.file_ingestion_options.infer_column_types#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.gdrive_options.file_ingestion_options.reader_case_sensitive#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.kafka_options.key_transformer.json_options.as_variant#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.kafka_options.value_transformer.json_options.as_variant#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options.ignore_corrupt_files#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options.infer_column_types#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options.reader_case_sensitive#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.smartsheet_options.enforce_schema#true
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.tiktok_ads_options.custom_report_options.query_lifetime#true
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From aa2a0198ca6c819e8bc84f9b0c33d7157ab265bb Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Thu, 30 Jul 2026 11:42:40 +0200
Subject: [PATCH 05/13] Move boolean telemetry into a typed Telemetry struct

Replace the string-keyed BoolValues map with a typed bundle.Telemetry struct
whose fields feed both the deploy telemetry wire (via BoolValues()) and the
bundle bitmap (namespaced under telemetry.*).

Value-bearing flags whose false is meaningful are stored as True/False pairs so
the bitmap can represent both outcomes; BoolValues() collapses each pair back to
its single wire key. libs/cache gets a concrete Metrics struct (embedded into
Telemetry) instead of the old interface.

The wire is unchanged except that redundant false entries of one-hot groups
(state_path_*, dms_undeclared_*) are no longer emitted; their true member is
preserved.

Co-authored-by: Isaac
---
 acceptance/bundle/bitmap/out.bitmap-text.txt  | 236 --------------
 acceptance/bundle/bitmap/out.bitmap.b64       |   2 +-
 acceptance/bundle/bitmap/out.schema.txt       | 236 --------------
 .../bundle/resource_deps/job_tasks/output.txt |   7 -
 .../resource_deps/resources_var/output.txt    |   7 -
 .../out.telemetry.terraform.txt               |   7 -
 .../deploy-app-lifecycle-started/output.txt   |  56 +---
 .../telemetry/deploy-compute-type/output.txt  |  14 -
 .../telemetry/deploy-experimental/output.txt  |   7 -
 .../deploy-name-prefix/custom/output.txt      |   7 -
 .../mode-development/output.txt               |   7 -
 .../telemetry/deploy-whl-artifacts/output.txt |  14 -
 .../output.txt                                |  46 ---
 .../bundle/telemetry/deploy/out.telemetry.txt |  56 +---
 .../default-python/classic/out.bitmap.txt     |  12 +-
 .../default-python/classic/output.txt         |   2 +-
 bundle/artifacts/build.go                     |   3 +-
 bundle/artifacts/prepare.go                   |  17 +-
 bundle/artifacts/upload.go                    |   3 +-
 bundle/bitmap/bitmap.go                       |  92 +++---
 bundle/bitmap/bitmap_test.go                  |  74 ++---
 bundle/bitmap/schema.txt                      | 298 ++++--------------
 bundle/bundle.go                              |  33 +-
 .../apply_source_linked_deployment_preset.go  |   3 +-
 .../mutator/collect_escape_telemetry.go       |   9 +-
 .../mutator/collect_escape_telemetry_test.go  |   2 +-
 bundle/config/mutator/initialize_cache.go     |   2 +-
 bundle/config/mutator/resolve_select.go       |   3 +-
 .../mutator/resolve_variable_references.go    |   2 +-
 .../mutator/resourcemutator/apply_presets.go  |   4 +-
 .../config/mutator/resourcemutator/run_as.go  |   6 +-
 bundle/config/validate/tf_only_references.go  |   2 +-
 bundle/metrics/metrics.go                     | 106 -------
 bundle/metrics/track_used_compute.go          |   7 +-
 bundle/permissions/workspace_root.go          |  40 +--
 bundle/phases/telemetry.go                    |  30 +-
 bundle/statemgmt/direct_migration.go          |  29 +-
 bundle/telemetry.go                           | 207 ++++++++++++
 bundle/trampoline/python_wheel.go             |   4 +-
 cmd/bundle/bitmap/bitmap.go                   |   6 +-
 libs/cache/file_cache.go                      |  45 ++-
 41 files changed, 510 insertions(+), 1233 deletions(-)
 delete mode 100644 bundle/metrics/metrics.go
 create mode 100644 bundle/telemetry.go

diff --git a/acceptance/bundle/bitmap/out.bitmap-text.txt b/acceptance/bundle/bitmap/out.bitmap-text.txt
index 463b9f287e..11bf6bd301 100644
--- a/acceptance/bundle/bitmap/out.bitmap-text.txt
+++ b/acceptance/bundle/bitmap/out.bitmap-text.txt
@@ -3147,239 +3147,3 @@
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diff --git a/acceptance/bundle/bitmap/out.bitmap.b64 b/acceptance/bundle/bitmap/out.bitmap.b64
index 6c0eece839..993df8650d 100644
--- a/acceptance/bundle/bitmap/out.bitmap.b64
+++ b/acceptance/bundle/bitmap/out.bitmap.b64
@@ -1 +1 @@
-cnEKcWJg4LVkYDjBIKfEwMLAzsDA0MD+gOEBtwIDgwIDGkjgYTBgGAW0AcwNCVAWIx5VgAAAAP//
+cnEKcWJg4PFlYDjBIKfEwMLAzsDA0MD+gOEBtwIDgwIDGkjgYTBgGAW0AcwNCWAaEAAA//8=
diff --git a/acceptance/bundle/bitmap/out.schema.txt b/acceptance/bundle/bitmap/out.schema.txt
index ce5f7ebb94..f5ed608089 100644
--- a/acceptance/bundle/bitmap/out.schema.txt
+++ b/acceptance/bundle/bitmap/out.schema.txt
@@ -3147,239 +3147,3 @@ python.mutators
 python.mutators[*]
 python.venv_path
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-experimental.record_deployment_history#true
diff --git a/acceptance/bundle/resource_deps/job_tasks/output.txt b/acceptance/bundle/resource_deps/job_tasks/output.txt
index a7a53ff621..d6ba48b4e1 100644
--- a/acceptance/bundle/resource_deps/job_tasks/output.txt
+++ b/acceptance/bundle/resource_deps/job_tasks/output.txt
@@ -8,10 +8,6 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -24,6 +20,3 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_other false
diff --git a/acceptance/bundle/resource_deps/resources_var/output.txt b/acceptance/bundle/resource_deps/resources_var/output.txt
index 3edca4ad78..5fbbe35c99 100644
--- a/acceptance/bundle/resource_deps/resources_var/output.txt
+++ b/acceptance/bundle/resource_deps/resources_var/output.txt
@@ -39,10 +39,6 @@
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -55,6 +51,3 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_other false
diff --git a/acceptance/bundle/resource_deps/tf_path_only_error/out.telemetry.terraform.txt b/acceptance/bundle/resource_deps/tf_path_only_error/out.telemetry.terraform.txt
index 6075651fdd..8b096afd6c 100644
--- a/acceptance/bundle/resource_deps/tf_path_only_error/out.telemetry.terraform.txt
+++ b/acceptance/bundle/resource_deps/tf_path_only_error/out.telemetry.terraform.txt
@@ -1,10 +1,6 @@
 direct_drymigrate_success true
 direct_drymigrate_warnings false
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -18,6 +14,3 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-app-lifecycle-started/output.txt b/acceptance/bundle/telemetry/deploy-app-lifecycle-started/output.txt
index 3663f140db..c0778a613f 100644
--- a/acceptance/bundle/telemetry/deploy-app-lifecycle-started/output.txt
+++ b/acceptance/bundle/telemetry/deploy-app-lifecycle-started/output.txt
@@ -10,83 +10,55 @@ Deployment complete!
 {
   "bool_values": [
     {
-      "key": "local.cache.attempt",
+      "key": "state_path_in_deployer_home",
       "value": true
     },
     {
-      "key": "local.cache.miss",
+      "key": "dms_compat_auto",
       "value": true
     },
     {
-      "key": "experimental.use_legacy_run_as",
-      "value": false
-    },
-    {
-      "key": "run_as_set",
-      "value": false
-    },
-    {
-      "key": "presets_name_prefix_is_set",
-      "value": false
-    },
-    {
-      "key": "python_wheel_wrapper_is_set",
-      "value": false
-    },
-    {
-      "key": "skip_artifact_cleanup",
-      "value": false
-    },
-    {
-      "key": "state_path_is_shared",
-      "value": false
-    },
-    {
-      "key": "permissions_section_set",
-      "value": false
+      "key": "local.cache.attempt",
+      "value": true
     },
     {
-      "key": "state_path_in_deployer_home",
+      "key": "local.cache.miss",
       "value": true
     },
     {
-      "key": "state_path_in_other_user_home",
+      "key": "run_as_set",
       "value": false
     },
     {
-      "key": "state_path_other",
+      "key": "experimental.use_legacy_run_as",
       "value": false
     },
     {
-      "key": "dms_undeclared_deploying_user",
+      "key": "has_serverless_compute",
       "value": false
     },
     {
-      "key": "dms_undeclared_other_user",
+      "key": "has_classic_job_compute",
       "value": false
     },
     {
-      "key": "dms_undeclared_service_principal",
+      "key": "has_classic_interactive_compute",
       "value": false
     },
     {
-      "key": "dms_undeclared_group",
+      "key": "presets_name_prefix_is_set",
       "value": false
     },
     {
-      "key": "dms_compat_auto",
-      "value": true
-    },
-    {
-      "key": "has_serverless_compute",
+      "key": "python_wheel_wrapper_is_set",
       "value": false
     },
     {
-      "key": "has_classic_job_compute",
+      "key": "skip_artifact_cleanup",
       "value": false
     },
     {
-      "key": "has_classic_interactive_compute",
+      "key": "permissions_section_set",
       "value": false
     },
     {
diff --git a/acceptance/bundle/telemetry/deploy-compute-type/output.txt b/acceptance/bundle/telemetry/deploy-compute-type/output.txt
index 754948595f..9242d922fb 100644
--- a/acceptance/bundle/telemetry/deploy-compute-type/output.txt
+++ b/acceptance/bundle/telemetry/deploy-compute-type/output.txt
@@ -14,14 +14,6 @@ Deployment complete!
 >>> print_telemetry_bool_values
 dms_compat_auto true
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
-dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
@@ -46,9 +38,3 @@ skip_artifact_cleanup false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_is_shared false
-state_path_other false
-state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-experimental/output.txt b/acceptance/bundle/telemetry/deploy-experimental/output.txt
index e8c847cd61..f1885b1e5e 100644
--- a/acceptance/bundle/telemetry/deploy-experimental/output.txt
+++ b/acceptance/bundle/telemetry/deploy-experimental/output.txt
@@ -11,10 +11,6 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 experimental.use_legacy_run_as true
 has_classic_interactive_compute true
 has_classic_job_compute false
@@ -27,6 +23,3 @@ python_wheel_wrapper_is_set false
 run_as_set true
 skip_artifact_cleanup false
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-name-prefix/custom/output.txt b/acceptance/bundle/telemetry/deploy-name-prefix/custom/output.txt
index 4f5630089f..b84a5f5a5c 100644
--- a/acceptance/bundle/telemetry/deploy-name-prefix/custom/output.txt
+++ b/acceptance/bundle/telemetry/deploy-name-prefix/custom/output.txt
@@ -7,10 +7,6 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -23,6 +19,3 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-name-prefix/mode-development/output.txt b/acceptance/bundle/telemetry/deploy-name-prefix/mode-development/output.txt
index 3122ad1ee9..8b0c485893 100644
--- a/acceptance/bundle/telemetry/deploy-name-prefix/mode-development/output.txt
+++ b/acceptance/bundle/telemetry/deploy-name-prefix/mode-development/output.txt
@@ -7,10 +7,6 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -23,6 +19,3 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-whl-artifacts/output.txt b/acceptance/bundle/telemetry/deploy-whl-artifacts/output.txt
index 95776306d7..6562a03eb0 100644
--- a/acceptance/bundle/telemetry/deploy-whl-artifacts/output.txt
+++ b/acceptance/bundle/telemetry/deploy-whl-artifacts/output.txt
@@ -21,14 +21,6 @@ artifact_files_is_set false
 artifact_files_is_set true
 dms_compat_auto true
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
-dms_undeclared_service_principal false
 has_classic_interactive_compute false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -47,9 +39,3 @@ skip_artifact_cleanup false
 skip_artifact_cleanup true
 state_path_in_deployer_home true
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_is_shared false
-state_path_other false
-state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-workspace-folder-permissions/output.txt b/acceptance/bundle/telemetry/deploy-workspace-folder-permissions/output.txt
index faeda1df1f..66d4dfbed7 100644
--- a/acceptance/bundle/telemetry/deploy-workspace-folder-permissions/output.txt
+++ b/acceptance/bundle/telemetry/deploy-workspace-folder-permissions/output.txt
@@ -6,15 +6,8 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 permissions_section_set false
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_other false
 
 >>> [CLI] bundle deploy -t user_declared
 Uploading bundle files to /Workspace/Users/[USERNAME]/.bundle/test-bundle/user_declared/files...
@@ -23,15 +16,8 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 permissions_section_set true
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_other false
 
 >>> [CLI] bundle deploy -t user_not_declared
 Recommendation: permissions section should explicitly include the current deployment identity '[USERNAME]' or one of its groups
@@ -53,14 +39,8 @@ Deployment complete!
 >>> print_telemetry_bool_values
 dms_compat_only_self_undeclared true
 dms_undeclared_deploying_user true
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 permissions_section_set true
 state_path_in_deployer_home true
-state_path_in_other_user_home false
-state_path_is_shared false
-state_path_other false
 
 >>> [CLI] bundle deploy -t other_user_not_declared
 Uploading bundle files to /Workspace/Users/[USERNAME]/.bundle/test-bundle/other_user_not_declared/files...
@@ -69,15 +49,9 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_not true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
 dms_undeclared_other_user true
-dms_undeclared_service_principal false
 permissions_section_set true
-state_path_in_deployer_home false
 state_path_in_other_user_home true
-state_path_is_shared false
-state_path_other false
 
 >>> [CLI] bundle deploy -t workspace_other
 Uploading bundle files to /Workspace/Users/[USERNAME]/.bundle/test-bundle/workspace_other/files...
@@ -86,14 +60,7 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 permissions_section_set true
-state_path_in_deployer_home false
-state_path_in_other_user_home false
-state_path_is_shared false
 state_path_other true
 
 >>> [CLI] bundle deploy -t shared_users_can_manage
@@ -115,15 +82,8 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
-dms_undeclared_deploying_user false
-dms_undeclared_group false
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 permissions_section_set true
-state_path_in_deployer_home false
-state_path_in_other_user_home false
 state_path_is_shared true
-state_path_other false
 
 >>> [CLI] bundle deploy -t shared_not_declared
 Uploading bundle files to /Workspace/Users/[USERNAME]/.bundle/test-bundle/shared_not_declared/files...
@@ -132,12 +92,6 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_not true
-dms_undeclared_deploying_user false
 dms_undeclared_group true
-dms_undeclared_other_user false
-dms_undeclared_service_principal false
 permissions_section_set true
-state_path_in_deployer_home false
-state_path_in_other_user_home false
 state_path_is_shared true
-state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy/out.telemetry.txt b/acceptance/bundle/telemetry/deploy/out.telemetry.txt
index ae01136c31..42c5e12e77 100644
--- a/acceptance/bundle/telemetry/deploy/out.telemetry.txt
+++ b/acceptance/bundle/telemetry/deploy/out.telemetry.txt
@@ -43,83 +43,55 @@
           "target_count": 1,
           "bool_values": [
             {
-              "key": "local.cache.attempt",
+              "key": "state_path_in_deployer_home",
               "value": true
             },
             {
-              "key": "local.cache.miss",
+              "key": "dms_compat_auto",
               "value": true
             },
             {
-              "key": "experimental.use_legacy_run_as",
-              "value": false
-            },
-            {
-              "key": "run_as_set",
-              "value": false
-            },
-            {
-              "key": "presets_name_prefix_is_set",
-              "value": false
-            },
-            {
-              "key": "python_wheel_wrapper_is_set",
-              "value": false
-            },
-            {
-              "key": "skip_artifact_cleanup",
-              "value": false
-            },
-            {
-              "key": "state_path_is_shared",
-              "value": false
-            },
-            {
-              "key": "permissions_section_set",
-              "value": false
+              "key": "local.cache.attempt",
+              "value": true
             },
             {
-              "key": "state_path_in_deployer_home",
+              "key": "local.cache.miss",
               "value": true
             },
             {
-              "key": "state_path_in_other_user_home",
+              "key": "run_as_set",
               "value": false
             },
             {
-              "key": "state_path_other",
+              "key": "experimental.use_legacy_run_as",
               "value": false
             },
             {
-              "key": "dms_undeclared_deploying_user",
+              "key": "has_serverless_compute",
               "value": false
             },
             {
-              "key": "dms_undeclared_other_user",
+              "key": "has_classic_job_compute",
               "value": false
             },
             {
-              "key": "dms_undeclared_service_principal",
+              "key": "has_classic_interactive_compute",
               "value": false
             },
             {
-              "key": "dms_undeclared_group",
+              "key": "presets_name_prefix_is_set",
               "value": false
             },
             {
-              "key": "dms_compat_auto",
-              "value": true
-            },
-            {
-              "key": "has_serverless_compute",
+              "key": "python_wheel_wrapper_is_set",
               "value": false
             },
             {
-              "key": "has_classic_job_compute",
+              "key": "skip_artifact_cleanup",
               "value": false
             },
             {
-              "key": "has_classic_interactive_compute",
+              "key": "permissions_section_set",
               "value": false
             }
           ],
diff --git a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
index 4f22df411d..0ef8fb08ee 100644
--- a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
+++ b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
@@ -118,8 +118,10 @@
 1 presets.artifacts_dynamic_version
 1 presets.tags
 1 presets.tags.*
-1 artifacts.*.dynamic_version#true
-1 resources.jobs.*.queue.enabled#true
-1 resources.pipelines.*.development#true
-1 presets.pipelines_development#true
-1 presets.artifacts_dynamic_version#true
+1 telemetry.run_as_set_false
+1 telemetry.experimental.use_legacy_run_as_false
+1 telemetry.presets_name_prefix_is_set_true
+1 telemetry.artifact_build_command_is_set_true
+1 telemetry.artifact_files_is_set_false
+1 telemetry.local.cache.attempt
+1 telemetry.local.cache.hit
diff --git a/acceptance/bundle/templates/default-python/classic/output.txt b/acceptance/bundle/templates/default-python/classic/output.txt
index 7bfdb8aff4..cc92564067 100644
--- a/acceptance/bundle/templates/default-python/classic/output.txt
+++ b/acceptance/bundle/templates/default-python/classic/output.txt
@@ -33,7 +33,7 @@ Workspace:
 Validation OK!
 
 >>> [CLI] bundle bitmap bitmap -t dev
-cnEKcWJg4LVkYDjBIKfUbcfAzsDA0MD+/ukDbgUGBgUGhu8MDAwMHCCCQYCFIfkMgw0DBFxgIBnwMbCg8JkcmhgYGCQPwLgMDA7sDTBJCSS1jNkHGCgAkg0KDC4JDIMdMDfUQrzZwAgVYUFXwujAAAgAAP//
+cnEKcWJg4OlmYDjBIKfUbcfAzsDA0MD+/ukDbgUGBgUGhu8MDAwMHCCCQYCFIfkMgw0DBFxgIBnwMbCg8JkcmhgYGCQPwLgMDA7sDTBJCSS1jNkHGCgAkg0KDC4JDIMdMDfUQr3J1MjSwNgACAAA//8=
 
 >>> [CLI] bundle plan -t dev
 Building python_artifact...
diff --git a/bundle/artifacts/build.go b/bundle/artifacts/build.go
index 38b42dd1ab..982dc99a94 100644
--- a/bundle/artifacts/build.go
+++ b/bundle/artifacts/build.go
@@ -10,7 +10,6 @@ import (
 
 	"github.com/databricks/cli/bundle"
 	"github.com/databricks/cli/bundle/config"
-	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/cmdio"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/cli/libs/exec"
@@ -64,7 +63,7 @@ func (m *build) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics {
 		}
 
 		if a.Type == "whl" && a.DynamicVersion && cacheDir != "" {
-			b.Metrics.AddBoolValue(metrics.ArtifactDynamicVersionIsSet, true)
+			b.Metrics.Telemetry.ArtifactDynamicVersionIsSet = true
 			for ind, artifactFile := range a.Files {
 				patchedWheel := makePatchedWheel(ctx, cacheDir, artifactName, artifactFile.Source)
 				log.Debugf(ctx, "Patching ind=%d artifactName=%s Source=%s patchedWheel=%s", ind, artifactName, artifactFile.Source, patchedWheel)
diff --git a/bundle/artifacts/prepare.go b/bundle/artifacts/prepare.go
index 9f8b2e6eae..b6059b9833 100644
--- a/bundle/artifacts/prepare.go
+++ b/bundle/artifacts/prepare.go
@@ -11,7 +11,6 @@ import (
 	"github.com/databricks/cli/bundle"
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/libraries"
-	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/cli/libs/dyn"
 	"github.com/databricks/cli/libs/log"
@@ -35,6 +34,11 @@ func (m *prepare) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics
 		return diag.FromErr(err)
 	}
 
+	// OR-collapse the per-artifact flags across all artifacts into a single
+	// value each. anyArtifact keeps the historical "absent when no artifacts"
+	// behavior: the flags are only recorded once at least one artifact is seen.
+	var anyArtifact, anyBuildCommand, anyFiles bool
+
 	for _, artifactName := range slices.Sorted(maps.Keys(b.Config.Artifacts)) {
 		artifact := b.Config.Artifacts[artifactName]
 		if artifact == nil {
@@ -47,8 +51,9 @@ func (m *prepare) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics
 			})
 			continue
 		}
-		b.Metrics.AddBoolValue(metrics.ArtifactBuildCommandIsSet, artifact.BuildCommand != "")
-		b.Metrics.AddBoolValue(metrics.ArtifactFilesIsSet, len(artifact.Files) != 0)
+		anyArtifact = true
+		anyBuildCommand = anyBuildCommand || artifact.BuildCommand != ""
+		anyFiles = anyFiles || len(artifact.Files) != 0
 
 		l := b.Config.GetLocation("artifacts." + artifactName)
 		dirPath := filepath.Dir(l.File)
@@ -97,6 +102,12 @@ func (m *prepare) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics
 		}
 	}
 
+	if anyArtifact {
+		tm := &b.Metrics.Telemetry
+		tm.SetPaired(&tm.ArtifactBuildCommandIsSetTrue, &tm.ArtifactBuildCommandIsSetFalse, anyBuildCommand)
+		tm.SetPaired(&tm.ArtifactFilesIsSetTrue, &tm.ArtifactFilesIsSetFalse, anyFiles)
+	}
+
 	return nil
 }
 
diff --git a/bundle/artifacts/upload.go b/bundle/artifacts/upload.go
index 341c1ee632..5a5de6b2ab 100644
--- a/bundle/artifacts/upload.go
+++ b/bundle/artifacts/upload.go
@@ -27,7 +27,8 @@ func (m *cleanUp) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics
 	}
 
 	skipArtifactsCleanup := b.Config.Experimental != nil && b.Config.Experimental.SkipArtifactCleanup
-	b.Metrics.AddBoolValue("skip_artifact_cleanup", skipArtifactsCleanup)
+	tm := &b.Metrics.Telemetry
+	tm.SetPaired(&tm.SkipArtifactCleanupTrue, &tm.SkipArtifactCleanupFalse, skipArtifactsCleanup)
 	if skipArtifactsCleanup {
 		log.Info(ctx, "Skip cleaning up artifacts folder")
 	} else {
diff --git a/bundle/bitmap/bitmap.go b/bundle/bitmap/bitmap.go
index d6149fda28..aadef9dd79 100644
--- a/bundle/bitmap/bitmap.go
+++ b/bundle/bitmap/bitmap.go
@@ -30,12 +30,6 @@ const magic = "DBTB"
 // context values are reserved for narrower bitmaps in the future.
 const ContextFullBundle uint16 = 0
 
-// valueSuffix marks the second of the two schema entries emitted for every bool
-// field. The first entry (the bare path) is the presence bit; this one is set
-// when the field's value is true. Together they encode a *bool tri-state:
-// unset -> 0,0; &false -> 1,0; &true -> 1,1.
-const valueSuffix = "#true"
-
 // headerSize is the size of the fixed header: magic (4) + size (4) + context (2).
 const headerSize = 10
 
@@ -44,26 +38,43 @@ func EmbeddedSchema() []string {
 	return splitLines(schemaBytes)
 }
 
-// WalkSchema reflects over config.Root and returns the ordered list of field
-// paths, one per field, with map keys rendered as ".*" and slice elements as
-// "[*]". Every bool field additionally gets a "#true" value entry right after
-// its presence entry (see valueSuffix). This is the freshly computed schema;
-// the committed schema.txt is a prefix of it plus any fields since removed from
-// config.Root.
-func WalkSchema() ([]string, error) {
+// telemetryPrefix namespaces the internal telemetry struct's fields in the
+// schema so they never collide with config.Root paths.
+const telemetryPrefix = "telemetry"
+
+// WalkSchema reflects over config.Root and the internal telemetry struct and
+// returns the ordered list of field paths, one per field, with map keys
+// rendered as ".*" and slice elements as "[*]". The telemetry struct's fields
+// are namespaced under "telemetry.". This is the freshly computed schema; the
+// committed schema.txt is a prefix of it plus any fields since removed.
+//
+// telemetryType is the internal telemetry struct type (bundle.Telemetry),
+// passed in so this package does not import the bundle package.
+func WalkSchema(telemetryType reflect.Type) ([]string, error) {
+	paths, err := walkTypePaths(reflect.TypeFor[config.Root](), "", isPruned)
+	if err != nil {
+		return nil, err
+	}
+	tmPaths, err := walkTypePaths(telemetryType, telemetryPrefix+".", nil)
+	if err != nil {
+		return nil, err
+	}
+	return append(paths, tmPaths...), nil
+}
+
+// walkTypePaths walks a struct type and returns each field path, prefixed and
+// with pruned subtrees removed. prune may be nil.
+func walkTypePaths(t reflect.Type, prefix string, prune func(string) bool) ([]string, error) {
 	var paths []string
-	err := structwalk.WalkType(reflect.TypeFor[config.Root](), func(path *structpath.PatternNode, typ reflect.Type, _ *reflect.StructField) bool {
+	err := structwalk.WalkType(t, func(path *structpath.PatternNode, _ reflect.Type, _ *reflect.StructField) bool {
 		if path == nil {
 			return true
 		}
 		p := path.String()
-		if isPruned(p) {
+		if prune != nil && prune(p) {
 			return false
 		}
-		paths = append(paths, p)
-		if isBool(typ) {
-			paths = append(paths, p+valueSuffix)
-		}
+		paths = append(paths, prefix+p)
 		return true
 	})
 	if err != nil {
@@ -72,14 +83,6 @@ func WalkSchema() ([]string, error) {
 	return paths, nil
 }
 
-// isBool reports whether typ is a bool or a pointer to one.
-func isBool(typ reflect.Type) bool {
-	for typ.Kind() == reflect.Pointer {
-		typ = typ.Elem()
-	}
-	return typ.Kind() == reflect.Bool
-}
-
 // isPruned reports whether a schema path should be excluded from the bitmap.
 func isPruned(p string) bool {
 	// targets/environments are per-target overrides that are merged away and set
@@ -118,30 +121,33 @@ func Merge(old, fresh []string) (merged, added []string) {
 	return merged, added
 }
 
-// Bits walks the loaded configuration and returns a bit per schema entry: true
-// when the field (or any descendant of it) is set. A leaf value sets both its
-// own presence bit and every ancestor-prefix bit. A bool leaf that is true also
-// sets its "#true" value bit.
-func Bits(cfg config.Root, schema []string) ([]bool, error) {
+// Bits walks the loaded configuration and the internal telemetry struct and
+// returns a bit per schema entry: true when the field (or any descendant of it)
+// is set. A leaf value sets both its own presence bit and every ancestor-prefix
+// bit. The telemetry struct's paths are namespaced under "telemetry.".
+func Bits(cfg config.Root, telemetry any, schema []string) ([]bool, error) {
 	index := make(map[string]int, len(schema))
 	for i, p := range schema {
 		index[p] = i
 	}
 
 	bits := make([]bool, len(schema))
-	setBit := func(pattern string) {
-		if i, ok := index[pattern]; ok {
-			bits[i] = true
+	set := func(prefix string, path *structpath.PathNode) {
+		for _, pattern := range normalizePrefixes(path) {
+			if i, ok := index[prefix+pattern]; ok {
+				bits[i] = true
+			}
 		}
 	}
-	err := structwalk.Walk(cfg, func(path *structpath.PathNode, val any, _ *reflect.StructField) {
-		prefixes := normalizePrefixes(path)
-		for _, pattern := range prefixes {
-			setBit(pattern)
-		}
-		if b, ok := val.(bool); ok && b {
-			setBit(prefixes[len(prefixes)-1] + valueSuffix)
-		}
+
+	err := structwalk.Walk(cfg, func(path *structpath.PathNode, _ any, _ *reflect.StructField) {
+		set("", path)
+	})
+	if err != nil {
+		return nil, err
+	}
+	err = structwalk.Walk(telemetry, func(path *structpath.PathNode, _ any, _ *reflect.StructField) {
+		set(telemetryPrefix+".", path)
 	})
 	if err != nil {
 		return nil, err
diff --git a/bundle/bitmap/bitmap_test.go b/bundle/bitmap/bitmap_test.go
index d9b46157d3..8cb5cd46ce 100644
--- a/bundle/bitmap/bitmap_test.go
+++ b/bundle/bitmap/bitmap_test.go
@@ -1,6 +1,7 @@
 package bitmap
 
 import (
+	"reflect"
 	"testing"
 
 	"github.com/databricks/cli/bundle/config"
@@ -10,6 +11,12 @@ import (
 	"github.com/stretchr/testify/require"
 )
 
+// testTelemetry stands in for bundle.Telemetry so this package's tests stay
+// decoupled from the bundle package.
+type testTelemetry struct {
+	SelectUsed bool `json:"select_used"`
+}
+
 func TestMergeAppendOnly(t *testing.T) {
 	old := []string{"a", "b", "c"}
 	// fresh drops "b" (removed field) and adds "d" and "e".
@@ -30,7 +37,7 @@ func TestMergeNoChange(t *testing.T) {
 }
 
 func TestWalkSchemaPrunesTargets(t *testing.T) {
-	schema, err := WalkSchema()
+	schema, err := WalkSchema(reflect.TypeFor[testTelemetry]())
 	require.NoError(t, err)
 	require.NotEmpty(t, schema)
 
@@ -43,60 +50,8 @@ func TestWalkSchemaPrunesTargets(t *testing.T) {
 
 	assert.Contains(t, schema, "bundle.name")
 	assert.Contains(t, schema, "resources.jobs.*.name")
-}
-
-func TestWalkSchemaEmitsValueBitForBool(t *testing.T) {
-	schema, err := WalkSchema()
-	require.NoError(t, err)
-
-	// bundle.force is a bool: it gets both a presence entry and a #true value
-	// entry, and they are adjacent.
-	i := indexOf(schema, "bundle.force")
-	require.GreaterOrEqual(t, i, 0)
-	assert.Equal(t, "bundle.force"+valueSuffix, schema[i+1])
-}
-
-func TestBitsBoolTriState(t *testing.T) {
-	schema := []string{
-		"bundle.force",
-		"bundle.force" + valueSuffix,
-		"bundle.deployment.lock.enabled",
-		"bundle.deployment.lock.enabled" + valueSuffix,
-	}
-
-	// lock.enabled is a *bool: unset here, so both its bits stay 0.
-	// bundle.force is a plain bool set to true: presence and value both 1.
-	var cfg config.Root
-	cfg.Bundle.Force = true
-
-	bits, err := Bits(cfg, schema)
-	require.NoError(t, err)
-	assert.Equal(t, []bool{true, true, false, false}, bits)
-}
-
-func TestBitsPointerBoolFalse(t *testing.T) {
-	schema := []string{
-		"bundle.deployment.lock.enabled",
-		"bundle.deployment.lock.enabled" + valueSuffix,
-	}
-
-	// A *bool set to false: presence 1, value 0 (distinguishable from unset 0,0).
-	no := false
-	var cfg config.Root
-	cfg.Bundle.Deployment.Lock.Enabled = &no
-
-	bits, err := Bits(cfg, schema)
-	require.NoError(t, err)
-	assert.Equal(t, []bool{true, false}, bits)
-}
-
-func indexOf(s []string, v string) int {
-	for i, x := range s {
-		if x == v {
-			return i
-		}
-	}
-	return -1
+	// Telemetry fields are namespaced under "telemetry.".
+	assert.Contains(t, schema, "telemetry.select_used")
 }
 
 func TestBitsSetsLeafAndPrefixes(t *testing.T) {
@@ -123,7 +78,7 @@ func TestBitsSetsLeafAndPrefixes(t *testing.T) {
 		},
 	}
 
-	bits, err := Bits(cfg, schema)
+	bits, err := Bits(cfg, testTelemetry{}, schema)
 	require.NoError(t, err)
 
 	set := map[string]bool{}
@@ -144,6 +99,13 @@ func TestBitsSetsLeafAndPrefixes(t *testing.T) {
 	assert.False(t, set["workspace.host"])
 }
 
+func TestBitsSetsTelemetryField(t *testing.T) {
+	schema := []string{"telemetry.select_used"}
+	bits, err := Bits(config.Root{}, testTelemetry{SelectUsed: true}, schema)
+	require.NoError(t, err)
+	assert.Equal(t, []bool{true}, bits)
+}
+
 func TestEncodeDecodeRoundTrip(t *testing.T) {
 	bits := []bool{true, false, false, true, true, false, false, false, true}
 
diff --git a/bundle/bitmap/schema.txt b/bundle/bitmap/schema.txt
index ce5f7ebb94..4a4b3728a3 100644
--- a/bundle/bitmap/schema.txt
+++ b/bundle/bitmap/schema.txt
@@ -3147,239 +3147,65 @@ python.mutators
 python.mutators[*]
 python.venv_path
 definitions
-bundle.force#true
-bundle.deployment.fail_on_active_runs#true
-bundle.deployment.lock.enabled#true
-bundle.deployment.lock.force#true
-workspace.azure_use_msi#true
-workspace.experimental_is_unified_host#true
-workspace.current_user.active#true
-workspace.current_user.emails[*].primary#true
-workspace.current_user.entitlements[*].primary#true
-workspace.current_user.groups[*].primary#true
-workspace.current_user.roles[*].primary#true
-artifacts.*.dynamic_version#true
-resources.jobs.*.lifecycle.prevent_destroy#true
-resources.jobs.*.email_notifications.no_alert_for_skipped_runs#true
-resources.jobs.*.job_clusters[*].new_cluster.apply_policy_default_values#true
-resources.jobs.*.job_clusters[*].new_cluster.cluster_log_conf.s3.enable_encryption#true
-resources.jobs.*.job_clusters[*].new_cluster.enable_elastic_disk#true
-resources.jobs.*.job_clusters[*].new_cluster.enable_local_disk_encryption#true
-resources.jobs.*.job_clusters[*].new_cluster.gcp_attributes.use_preemptible_executors#true
-resources.jobs.*.job_clusters[*].new_cluster.init_scripts[*].s3.enable_encryption#true
-resources.jobs.*.job_clusters[*].new_cluster.is_single_node#true
-resources.jobs.*.job_clusters[*].new_cluster.use_ml_runtime#true
-resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.jobs#true
-resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.notebooks#true
-resources.jobs.*.notification_settings.no_alert_for_canceled_runs#true
-resources.jobs.*.notification_settings.no_alert_for_skipped_runs#true
-resources.jobs.*.queue.enabled#true
-resources.jobs.*.tasks[*].dashboard_task.subscription.paused#true
-resources.jobs.*.tasks[*].disable_auto_optimization#true
-resources.jobs.*.tasks[*].disabled#true
-resources.jobs.*.tasks[*].email_notifications.no_alert_for_skipped_runs#true
-resources.jobs.*.tasks[*].for_each_task.task.dashboard_task.subscription.paused#true
-resources.jobs.*.tasks[*].for_each_task.task.disable_auto_optimization#true
-resources.jobs.*.tasks[*].for_each_task.task.disabled#true
-resources.jobs.*.tasks[*].for_each_task.task.email_notifications.no_alert_for_skipped_runs#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.apply_policy_default_values#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.cluster_log_conf.s3.enable_encryption#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.enable_elastic_disk#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.enable_local_disk_encryption#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.gcp_attributes.use_preemptible_executors#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.init_scripts[*].s3.enable_encryption#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.is_single_node#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.use_ml_runtime#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.workload_type.clients.jobs#true
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.workload_type.clients.notebooks#true
-resources.jobs.*.tasks[*].for_each_task.task.notification_settings.alert_on_last_attempt#true
-resources.jobs.*.tasks[*].for_each_task.task.notification_settings.no_alert_for_canceled_runs#true
-resources.jobs.*.tasks[*].for_each_task.task.notification_settings.no_alert_for_skipped_runs#true
-resources.jobs.*.tasks[*].for_each_task.task.pipeline_task.full_refresh#true
-resources.jobs.*.tasks[*].for_each_task.task.power_bi_task.power_bi_model.overwrite_existing#true
-resources.jobs.*.tasks[*].for_each_task.task.power_bi_task.refresh_after_update#true
-resources.jobs.*.tasks[*].for_each_task.task.retry_on_timeout#true
-resources.jobs.*.tasks[*].for_each_task.task.run_job_task.pipeline_params.full_refresh#true
-resources.jobs.*.tasks[*].for_each_task.task.spark_jar_task.run_as_repl#true
-resources.jobs.*.tasks[*].for_each_task.task.sql_task.alert.pause_subscriptions#true
-resources.jobs.*.tasks[*].for_each_task.task.sql_task.dashboard.pause_subscriptions#true
-resources.jobs.*.tasks[*].new_cluster.apply_policy_default_values#true
-resources.jobs.*.tasks[*].new_cluster.cluster_log_conf.s3.enable_encryption#true
-resources.jobs.*.tasks[*].new_cluster.enable_elastic_disk#true
-resources.jobs.*.tasks[*].new_cluster.enable_local_disk_encryption#true
-resources.jobs.*.tasks[*].new_cluster.gcp_attributes.use_preemptible_executors#true
-resources.jobs.*.tasks[*].new_cluster.init_scripts[*].s3.enable_encryption#true
-resources.jobs.*.tasks[*].new_cluster.is_single_node#true
-resources.jobs.*.tasks[*].new_cluster.use_ml_runtime#true
-resources.jobs.*.tasks[*].new_cluster.workload_type.clients.jobs#true
-resources.jobs.*.tasks[*].new_cluster.workload_type.clients.notebooks#true
-resources.jobs.*.tasks[*].notification_settings.alert_on_last_attempt#true
-resources.jobs.*.tasks[*].notification_settings.no_alert_for_canceled_runs#true
-resources.jobs.*.tasks[*].notification_settings.no_alert_for_skipped_runs#true
-resources.jobs.*.tasks[*].pipeline_task.full_refresh#true
-resources.jobs.*.tasks[*].power_bi_task.power_bi_model.overwrite_existing#true
-resources.jobs.*.tasks[*].power_bi_task.refresh_after_update#true
-resources.jobs.*.tasks[*].retry_on_timeout#true
-resources.jobs.*.tasks[*].run_job_task.pipeline_params.full_refresh#true
-resources.jobs.*.tasks[*].spark_jar_task.run_as_repl#true
-resources.jobs.*.tasks[*].sql_task.alert.pause_subscriptions#true
-resources.jobs.*.tasks[*].sql_task.dashboard.pause_subscriptions#true
-resources.job_runs.*.lifecycle.prevent_destroy#true
-resources.job_runs.*.pipeline_params.full_refresh#true
-resources.job_runs.*.queue.enabled#true
-resources.pipelines.*.lifecycle.prevent_destroy#true
-resources.pipelines.*.allow_duplicate_names#true
-resources.pipelines.*.clusters[*].apply_policy_default_values#true
-resources.pipelines.*.clusters[*].cluster_log_conf.s3.enable_encryption#true
-resources.pipelines.*.clusters[*].enable_local_disk_encryption#true
-resources.pipelines.*.clusters[*].gcp_attributes.use_preemptible_executors#true
-resources.pipelines.*.clusters[*].init_scripts[*].s3.enable_encryption#true
-resources.pipelines.*.continuous#true
-resources.pipelines.*.development#true
-resources.pipelines.*.dry_run#true
-resources.pipelines.*.ingestion_definition.ingest_from_uc_foreign_catalog#true
-resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.auto_full_refresh_policy.enabled#true
-resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.enable_auto_clustering#true
-resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.salesforce_include_formula_fields#true
-resources.pipelines.*.ingestion_definition.objects[*].report.table_configuration.workday_report_parameters.incremental#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.gdrive_options.file_ingestion_options.ignore_corrupt_files#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.gdrive_options.file_ingestion_options.infer_column_types#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.gdrive_options.file_ingestion_options.reader_case_sensitive#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.kafka_options.key_transformer.json_options.as_variant#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.kafka_options.value_transformer.json_options.as_variant#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options.ignore_corrupt_files#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options.infer_column_types#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options.reader_case_sensitive#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.smartsheet_options.enforce_schema#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.tiktok_ads_options.custom_report_options.query_lifetime#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.tiktok_ads_options.query_lifetime#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration.auto_full_refresh_policy.enabled#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration.enable_auto_clustering#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration.salesforce_include_formula_fields#true
-resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration.workday_report_parameters.incremental#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.gdrive_options.file_ingestion_options.ignore_corrupt_files#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.gdrive_options.file_ingestion_options.infer_column_types#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.gdrive_options.file_ingestion_options.reader_case_sensitive#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.kafka_options.key_transformer.json_options.as_variant#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.kafka_options.value_transformer.json_options.as_variant#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.file_ingestion_options.ignore_corrupt_files#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.file_ingestion_options.infer_column_types#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.file_ingestion_options.reader_case_sensitive#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.smartsheet_options.enforce_schema#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.tiktok_ads_options.custom_report_options.query_lifetime#true
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.tiktok_ads_options.query_lifetime#true
-resources.pipelines.*.ingestion_definition.objects[*].table.table_configuration.auto_full_refresh_policy.enabled#true
-resources.pipelines.*.ingestion_definition.objects[*].table.table_configuration.enable_auto_clustering#true
-resources.pipelines.*.ingestion_definition.objects[*].table.table_configuration.salesforce_include_formula_fields#true
-resources.pipelines.*.ingestion_definition.objects[*].table.table_configuration.workday_report_parameters.incremental#true
-resources.pipelines.*.ingestion_definition.table_configuration.auto_full_refresh_policy.enabled#true
-resources.pipelines.*.ingestion_definition.table_configuration.enable_auto_clustering#true
-resources.pipelines.*.ingestion_definition.table_configuration.salesforce_include_formula_fields#true
-resources.pipelines.*.ingestion_definition.table_configuration.workday_report_parameters.incremental#true
-resources.pipelines.*.photon#true
-resources.pipelines.*.serverless#true
-resources.models.*.lifecycle.prevent_destroy#true
-resources.experiments.*.lifecycle.prevent_destroy#true
-resources.model_serving_endpoints.*.lifecycle.prevent_destroy#true
-resources.model_serving_endpoints.*.ai_gateway.fallback_config.enabled#true
-resources.model_serving_endpoints.*.ai_gateway.guardrails.input.safety#true
-resources.model_serving_endpoints.*.ai_gateway.guardrails.output.safety#true
-resources.model_serving_endpoints.*.ai_gateway.inference_table_config.enabled#true
-resources.model_serving_endpoints.*.ai_gateway.usage_tracking_config.enabled#true
-resources.model_serving_endpoints.*.config.auto_capture_config.enabled#true
-resources.model_serving_endpoints.*.config.served_entities[*].burst_scaling_enabled#true
-resources.model_serving_endpoints.*.config.served_entities[*].scale_to_zero_enabled#true
-resources.model_serving_endpoints.*.config.served_models[*].burst_scaling_enabled#true
-resources.model_serving_endpoints.*.config.served_models[*].scale_to_zero_enabled#true
-resources.model_serving_endpoints.*.route_optimized#true
-resources.registered_models.*.lifecycle.prevent_destroy#true
-resources.registered_models.*.browse_only#true
-resources.quality_monitors.*.lifecycle.prevent_destroy#true
-resources.quality_monitors.*.data_classification_config.enabled#true
-resources.quality_monitors.*.skip_builtin_dashboard#true
-resources.catalogs.*.lifecycle.prevent_destroy#true
-resources.schemas.*.lifecycle.prevent_destroy#true
-resources.volumes.*.lifecycle.prevent_destroy#true
-resources.external_locations.*.lifecycle.prevent_destroy#true
-resources.external_locations.*.effective_enable_file_events#true
-resources.external_locations.*.enable_file_events#true
-resources.external_locations.*.fallback#true
-resources.external_locations.*.read_only#true
-resources.external_locations.*.skip_validation#true
-resources.clusters.*.lifecycle.prevent_destroy#true
-resources.clusters.*.apply_policy_default_values#true
-resources.clusters.*.cluster_log_conf.s3.enable_encryption#true
-resources.clusters.*.enable_elastic_disk#true
-resources.clusters.*.enable_local_disk_encryption#true
-resources.clusters.*.gcp_attributes.use_preemptible_executors#true
-resources.clusters.*.init_scripts[*].s3.enable_encryption#true
-resources.clusters.*.is_single_node#true
-resources.clusters.*.use_ml_runtime#true
-resources.clusters.*.workload_type.clients.jobs#true
-resources.clusters.*.workload_type.clients.notebooks#true
-resources.clusters.*.lifecycle.started#true
-resources.dashboards.*.lifecycle.prevent_destroy#true
-resources.dashboards.*.embed_credentials#true
-resources.genie_spaces.*.lifecycle.prevent_destroy#true
-resources.apps.*.lifecycle.prevent_destroy#true
-resources.apps.*.lifecycle.started#true
-resources.secret_scopes.*.lifecycle.prevent_destroy#true
-resources.alerts.*.lifecycle.prevent_destroy#true
-resources.alerts.*.evaluation.notification.notify_on_ok#true
-resources.alerts.*.evaluation.threshold.value.bool_value#true
-resources.sql_warehouses.*.lifecycle.prevent_destroy#true
-resources.sql_warehouses.*.enable_photon#true
-resources.sql_warehouses.*.enable_serverless_compute#true
-resources.sql_warehouses.*.lifecycle.started#true
-resources.database_instances.*.lifecycle.prevent_destroy#true
-resources.database_instances.*.effective_enable_pg_native_login#true
-resources.database_instances.*.effective_enable_readable_secondaries#true
-resources.database_instances.*.effective_stopped#true
-resources.database_instances.*.enable_pg_native_login#true
-resources.database_instances.*.enable_readable_secondaries#true
-resources.database_instances.*.stopped#true
-resources.database_catalogs.*.lifecycle.prevent_destroy#true
-resources.database_catalogs.*.create_database_if_not_exists#true
-resources.synced_database_tables.*.lifecycle.prevent_destroy#true
-resources.synced_database_tables.*.spec.accelerated_sync#true
-resources.synced_database_tables.*.spec.create_database_objects_if_missing#true
-resources.postgres_projects.*.lifecycle.prevent_destroy#true
-resources.postgres_projects.*.default_endpoint_settings.no_suspension#true
-resources.postgres_projects.*.enable_pg_native_login#true
-resources.postgres_projects.*.purge_on_delete#true
-resources.postgres_branches.*.lifecycle.prevent_destroy#true
-resources.postgres_branches.*.is_protected#true
-resources.postgres_branches.*.no_expiry#true
-resources.postgres_branches.*.replace_existing#true
-resources.postgres_branches.*.purge_on_delete#true
-resources.postgres_endpoints.*.lifecycle.prevent_destroy#true
-resources.postgres_endpoints.*.disabled#true
-resources.postgres_endpoints.*.group.enable_readable_secondaries#true
-resources.postgres_endpoints.*.no_suspension#true
-resources.postgres_endpoints.*.replace_existing#true
-resources.postgres_catalogs.*.lifecycle.prevent_destroy#true
-resources.postgres_catalogs.*.create_database_if_missing#true
-resources.postgres_databases.*.lifecycle.prevent_destroy#true
-resources.postgres_databases.*.replace_existing#true
-resources.postgres_roles.*.lifecycle.prevent_destroy#true
-resources.postgres_roles.*.attributes.bypassrls#true
-resources.postgres_roles.*.attributes.createdb#true
-resources.postgres_roles.*.attributes.createrole#true
-resources.postgres_roles.*.replace_existing#true
-resources.postgres_synced_tables.*.lifecycle.prevent_destroy#true
-resources.postgres_synced_tables.*.accelerated_sync#true
-resources.postgres_synced_tables.*.create_database_objects_if_missing#true
-resources.vector_search_endpoints.*.lifecycle.prevent_destroy#true
-resources.vector_search_indexes.*.lifecycle.prevent_destroy#true
-resources.instance_pools.*.lifecycle.prevent_destroy#true
-resources.instance_pools.*.enable_elastic_disk#true
-presets.pipelines_development#true
-presets.source_linked_deployment#true
-presets.artifacts_dynamic_version#true
-experimental.immutable_folder#true
-experimental.python_wheel_wrapper#true
-experimental.use_legacy_run_as#true
-experimental.pydabs.enabled#true
-experimental.skip_artifact_cleanup#true
-experimental.skip_name_prefix_for_schema#true
-experimental.record_deployment_history#true
+telemetry.select_used
+telemetry.has_tf_only_references
+telemetry.artifacts_reference_used
+telemetry.config_has_double_dollar_brace
+telemetry.config_has_double_dollar
+telemetry.config_has_backslash_dollar_brace
+telemetry.config_has_backslash_dollar
+telemetry.artifact_dynamic_version_is_set
+telemetry.state_path_is_shared
+telemetry.state_path_in_deployer_home
+telemetry.state_path_in_other_user_home
+telemetry.state_path_other
+telemetry.dms_undeclared_deploying_user
+telemetry.dms_undeclared_other_user
+telemetry.dms_undeclared_service_principal
+telemetry.dms_undeclared_group
+telemetry.dms_compat_auto
+telemetry.dms_compat_only_self_undeclared
+telemetry.dms_compat_not
+telemetry.direct_migrate_error
+telemetry.direct_migrate_commit_error
+telemetry.direct_migrate_warnings
+telemetry.direct_migrated_via_config
+telemetry.direct_migrated_via_env
+telemetry.run_as_set_true
+telemetry.run_as_set_false
+telemetry.experimental.use_legacy_run_as_true
+telemetry.experimental.use_legacy_run_as_false
+telemetry.has_serverless_compute_true
+telemetry.has_serverless_compute_false
+telemetry.has_classic_job_compute_true
+telemetry.has_classic_job_compute_false
+telemetry.has_classic_interactive_compute_true
+telemetry.has_classic_interactive_compute_false
+telemetry.presets_name_prefix_is_set_true
+telemetry.presets_name_prefix_is_set_false
+telemetry.python_wheel_wrapper_is_set_true
+telemetry.python_wheel_wrapper_is_set_false
+telemetry.skip_artifact_cleanup_true
+telemetry.skip_artifact_cleanup_false
+telemetry.artifact_build_command_is_set_true
+telemetry.artifact_build_command_is_set_false
+telemetry.artifact_files_is_set_true
+telemetry.artifact_files_is_set_false
+telemetry.permissions_section_set_true
+telemetry.permissions_section_set_false
+telemetry.source_linked_set_for_non_development_true
+telemetry.source_linked_set_for_non_development_false
+telemetry.app_lifecycle_started_true
+telemetry.app_lifecycle_started_false
+telemetry.cluster_lifecycle_started_true
+telemetry.cluster_lifecycle_started_false
+telemetry.sql_warehouse_lifecycle_started_true
+telemetry.sql_warehouse_lifecycle_started_false
+telemetry.direct_drymigrate_success_true
+telemetry.direct_drymigrate_success_false
+telemetry.direct_drymigrate_warnings_true
+telemetry.direct_drymigrate_warnings_false
+telemetry.local.cache.attempt
+telemetry.local.cache.hit
+telemetry.local.cache.miss
+telemetry.local.cache.error
diff --git a/bundle/bundle.go b/bundle/bundle.go
index 94f55389b2..28c513299e 100644
--- a/bundle/bundle.go
+++ b/bundle/bundle.go
@@ -12,7 +12,6 @@ import (
 	"os"
 	"path/filepath"
 	"sync"
-	"time"
 
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/direct"
@@ -51,11 +50,14 @@ type Metrics struct {
 	ConfigurationFileCount      int64
 	TargetCount                 int64
 	DeploymentId                uuid.UUID
-	BoolValues                  []protos.BoolMapEntry
 	PythonAddedResourcesCount   int64
 	PythonUpdatedResourcesCount int64
 	ExecutionTimes              []protos.IntMapEntry
-	LocalCacheMeasurementsMs    []protos.IntMapEntry // Local cache measurements stored as milliseconds
+
+	// Telemetry holds the boolean feature flags collected during the deploy.
+	// Its fields feed both the deploy telemetry wire (via BoolValues) and the
+	// bundle bitmap.
+	Telemetry Telemetry
 
 	// ResourceState is the direct engine's per-resource deployment state
 	// captured right after the deploy. It carries each resource's state-size in
@@ -64,31 +66,6 @@ type Metrics struct {
 	ResourceState resourcestate.ExportedResourcesMap
 }
 
-// SetBoolValue sets the value of a boolean metric.
-// If the metric does not exist, it is created.
-// If the metric exists, it is updated.
-// Ensures that the metric is unique
-func (m *Metrics) SetBoolValue(key string, value bool) {
-	for i, v := range m.BoolValues {
-		if v.Key == key {
-			m.BoolValues[i].Value = value
-			return
-		}
-	}
-	m.BoolValues = append(m.BoolValues, protos.BoolMapEntry{Key: key, Value: value})
-}
-
-func (m *Metrics) AddBoolValue(key string, value bool) {
-	m.BoolValues = append(m.BoolValues, protos.BoolMapEntry{Key: key, Value: value})
-}
-
-// AddDurationValue sets the value of a duration metric in milliseconds.
-// The value is added to the list of measurements.
-func (m *Metrics) AddDurationValue(key string, value time.Duration) {
-	valueMs := value.Milliseconds()
-	m.LocalCacheMeasurementsMs = append(m.LocalCacheMeasurementsMs, protos.IntMapEntry{Key: key, Value: valueMs})
-}
-
 type Bundle struct {
 	// BundleRootPath is the local path to the root directory of the bundle.
 	// It is set when we instantiate a new bundle instance.
diff --git a/bundle/config/mutator/apply_source_linked_deployment_preset.go b/bundle/config/mutator/apply_source_linked_deployment_preset.go
index c1e817673d..2ccf7569ab 100644
--- a/bundle/config/mutator/apply_source_linked_deployment_preset.go
+++ b/bundle/config/mutator/apply_source_linked_deployment_preset.go
@@ -50,7 +50,8 @@ func (m *applySourceLinkedDeploymentPreset) Apply(ctx context.Context, b *bundle
 			return diags
 		}
 
-		b.Metrics.AddBoolValue("source_linked_set_for_non_development", b.Config.Bundle.Mode != config.Development)
+		tm := &b.Metrics.Telemetry
+		tm.SetPaired(&tm.SourceLinkedSetForNonDevelopmentTrue, &tm.SourceLinkedSetForNonDevelopmentFalse, b.Config.Bundle.Mode != config.Development)
 
 		if b.Config.Bundle.Mode != config.Development {
 			path := dyn.NewPath(dyn.Key("targets"), dyn.Key(target), dyn.Key("presets"), dyn.Key("source_linked_deployment"))
diff --git a/bundle/config/mutator/collect_escape_telemetry.go b/bundle/config/mutator/collect_escape_telemetry.go
index b24922bb5b..492863042a 100644
--- a/bundle/config/mutator/collect_escape_telemetry.go
+++ b/bundle/config/mutator/collect_escape_telemetry.go
@@ -49,17 +49,18 @@ func (*collectEscapeTelemetry) Apply(ctx context.Context, b *bundle.Bundle) diag
 		return diag.FromErr(err)
 	}
 
+	tm := &b.Metrics.Telemetry
 	if hasDoubleDollarBrace {
-		b.Metrics.SetBoolValue("config_has_double_dollar_brace", true)
+		tm.ConfigHasDoubleDollarBrace = true
 	}
 	if hasDoubleDollar {
-		b.Metrics.SetBoolValue("config_has_double_dollar", true)
+		tm.ConfigHasDoubleDollar = true
 	}
 	if hasBackslashDollarBrace {
-		b.Metrics.SetBoolValue("config_has_backslash_dollar_brace", true)
+		tm.ConfigHasBackslashDollarBrace = true
 	}
 	if hasBackslashDollar {
-		b.Metrics.SetBoolValue("config_has_backslash_dollar", true)
+		tm.ConfigHasBackslashDollar = true
 	}
 
 	return nil
diff --git a/bundle/config/mutator/collect_escape_telemetry_test.go b/bundle/config/mutator/collect_escape_telemetry_test.go
index 90bc259704..503f3a75b8 100644
--- a/bundle/config/mutator/collect_escape_telemetry_test.go
+++ b/bundle/config/mutator/collect_escape_telemetry_test.go
@@ -93,7 +93,7 @@ func TestCollectEscapeTelemetry(t *testing.T) {
 
 			diags := bundle.Apply(t.Context(), b, mutator.CollectEscapeTelemetry())
 			require.Empty(t, diags)
-			assert.Equal(t, tt.expected, b.Metrics.BoolValues)
+			assert.Equal(t, tt.expected, b.Metrics.Telemetry.BoolValues())
 		})
 	}
 }
diff --git a/bundle/config/mutator/initialize_cache.go b/bundle/config/mutator/initialize_cache.go
index d27e52efc1..17037b84bf 100644
--- a/bundle/config/mutator/initialize_cache.go
+++ b/bundle/config/mutator/initialize_cache.go
@@ -22,6 +22,6 @@ func (m *initializeCache) Name() string {
 
 func (m *initializeCache) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics {
 	// Initialize cache with 30 minute expiry for user information
-	b.Cache = cache.NewCache(ctx, "user", 30*time.Minute, &b.Metrics)
+	b.Cache = cache.NewCache(ctx, "user", 30*time.Minute, &b.Metrics.Telemetry.Metrics)
 	return nil
 }
diff --git a/bundle/config/mutator/resolve_select.go b/bundle/config/mutator/resolve_select.go
index 28d9751c32..0005e74c3c 100644
--- a/bundle/config/mutator/resolve_select.go
+++ b/bundle/config/mutator/resolve_select.go
@@ -5,7 +5,6 @@ import (
 	"strings"
 
 	"github.com/databricks/cli/bundle"
-	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/diag"
 )
 
@@ -30,7 +29,7 @@ func (m *resolveSelect) Apply(_ context.Context, b *bundle.Bundle) diag.Diagnost
 		return nil
 	}
 
-	b.Metrics.SetBoolValue(metrics.SelectUsed, true)
+	b.Metrics.Telemetry.SelectUsed = true
 
 	// Build reverse index: unqualified name → []"type.name" matches.
 	byName := map[string][]string{}
diff --git a/bundle/config/mutator/resolve_variable_references.go b/bundle/config/mutator/resolve_variable_references.go
index 9a03c85d36..cda9934139 100644
--- a/bundle/config/mutator/resolve_variable_references.go
+++ b/bundle/config/mutator/resolve_variable_references.go
@@ -213,7 +213,7 @@ func (m *resolveVariableReferences) Apply(ctx context.Context, b *bundle.Bundle)
 	}
 
 	if m.artifactsReferenceUsed {
-		b.Metrics.SetBoolValue("artifacts_reference_used", true)
+		b.Metrics.Telemetry.ArtifactsReferenceUsed = true
 	}
 
 	return diags
diff --git a/bundle/config/mutator/resourcemutator/apply_presets.go b/bundle/config/mutator/resourcemutator/apply_presets.go
index 72817d1356..a205c8db0e 100644
--- a/bundle/config/mutator/resourcemutator/apply_presets.go
+++ b/bundle/config/mutator/resourcemutator/apply_presets.go
@@ -9,7 +9,6 @@ import (
 
 	"github.com/databricks/cli/bundle"
 	"github.com/databricks/cli/bundle/config"
-	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/cli/libs/dyn"
 	"github.com/databricks/cli/libs/textutil"
@@ -47,7 +46,8 @@ func (m *applyPresets) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnos
 	t := b.Config.Presets
 	prefix := t.NamePrefix
 
-	b.Metrics.AddBoolValue(metrics.PresetsNamePrefixIsSet, prefix != "")
+	tm := &b.Metrics.Telemetry
+	tm.SetPaired(&tm.PresetsNamePrefixIsSetTrue, &tm.PresetsNamePrefixIsSetFalse, prefix != "")
 
 	tags := toTagArray(t.Tags)
 
diff --git a/bundle/config/mutator/resourcemutator/run_as.go b/bundle/config/mutator/resourcemutator/run_as.go
index 4f5e3ce903..3d91bb73be 100644
--- a/bundle/config/mutator/resourcemutator/run_as.go
+++ b/bundle/config/mutator/resourcemutator/run_as.go
@@ -214,11 +214,13 @@ func setPipelineOwnersToRunAsIdentity(b *bundle.Bundle) {
 }
 
 func (m *setRunAs) Apply(_ context.Context, b *bundle.Bundle) diag.Diagnostics {
+	tm := &b.Metrics.Telemetry
+
 	// Track the use of the legacy run_as mode.
-	b.Metrics.AddBoolValue("experimental.use_legacy_run_as", b.Config.Experimental != nil && b.Config.Experimental.UseLegacyRunAs)
+	tm.SetPaired(&tm.UseLegacyRunAsTrue, &tm.UseLegacyRunAsFalse, b.Config.Experimental != nil && b.Config.Experimental.UseLegacyRunAs)
 
 	// Track whether top level run_as is set.
-	b.Metrics.AddBoolValue("run_as_set", b.Config.Value().Get("run_as").Kind() != dyn.KindInvalid)
+	tm.SetPaired(&tm.RunAsSetTrue, &tm.RunAsSetFalse, b.Config.Value().Get("run_as").Kind() != dyn.KindInvalid)
 
 	// Mutator is a no-op if run_as is not specified in the bundle
 	if b.Config.Value().Get("run_as").Kind() == dyn.KindInvalid {
diff --git a/bundle/config/validate/tf_only_references.go b/bundle/config/validate/tf_only_references.go
index 90de6d1246..36fa611a1c 100644
--- a/bundle/config/validate/tf_only_references.go
+++ b/bundle/config/validate/tf_only_references.go
@@ -60,7 +60,7 @@ func (m *tfOnlyReferences) Apply(ctx context.Context, b *bundle.Bundle) diag.Dia
 	})
 
 	if len(diags) > 0 {
-		b.Metrics.AddBoolValue("has_tf_only_references", true)
+		b.Metrics.Telemetry.HasTfOnlyReferences = true
 	}
 
 	return diags
diff --git a/bundle/metrics/metrics.go b/bundle/metrics/metrics.go
deleted file mode 100644
index f0a101b8ad..0000000000
--- a/bundle/metrics/metrics.go
+++ /dev/null
@@ -1,106 +0,0 @@
-package metrics
-
-const (
-	ExperimentalPythonWheelWrapperIsSet = "python_wheel_wrapper_is_set"
-	ArtifactDynamicVersionIsSet         = "artifact_dynamic_version_is_set"
-	ArtifactBuildCommandIsSet           = "artifact_build_command_is_set"
-	ArtifactFilesIsSet                  = "artifact_files_is_set"
-	PresetsNamePrefixIsSet              = "presets_name_prefix_is_set"
-	AppLifecycleStarted                 = "app_lifecycle_started"
-	ClusterLifecycleStarted             = "cluster_lifecycle_started"
-	SqlWarehouseLifecycleStarted        = "sql_warehouse_lifecycle_started"
-	SelectUsed                          = "select_used"
-
-	// Outcome of the dry-run migration to the direct engine attempted after a
-	// successful terraform deploy WHEN THE USER DID NOT OPT IN. Only recorded
-	// when the state conversion is truly a dry run (no auto-migrate).
-	// DirectDryMigrateSuccess is false when the state could not be converted;
-	// DirectDryMigrateWarnings is true when the conversion emitted warnings
-	// (e.g. resources the direct engine can't represent).
-	DirectDryMigrateSuccess  = "direct_drymigrate_success"
-	DirectDryMigrateWarnings = "direct_drymigrate_warnings"
-
-	// Outcome of an automatic post-deploy migration to the direct engine that
-	// the user opted into (via bundle.engine or DATABRICKS_BUNDLE_ENGINE).
-	// These replace the direct_drymigrate_* keys on opt-in deploys.
-	//   - migrate_error:        state conversion itself errored.
-	//   - migrate_commit_error: the state was converted, but committing it
-	//                           (renaming files / pushing to workspace) failed.
-	//   - migrate_warnings:     the conversion emitted warnings (see above).
-	DirectMigrateError       = "direct_migrate_error"
-	DirectMigrateCommitError = "direct_migrate_commit_error"
-	DirectMigrateWarnings    = "direct_migrate_warnings"
-
-	// Recorded when an automatic post-deploy migration to the direct engine
-	// actually ran (state was rewritten). Exactly one of the two keys is true;
-	// both are absent when auto-migration did not run. If both config and env
-	// set direct, ConfigType wins per ResolveEngineSetting, so via_config
-	// covers the "durable opt-in" population and via_env covers the
-	// "env-var only" population.
-	//   - via_config: bundle.engine = "direct" was set in the bundle config.
-	//   - via_env:    only DATABRICKS_BUNDLE_ENGINE=direct was set.
-	DirectAutoMigrateViaConfig = "direct_migrated_via_config"
-	DirectAutoMigrateViaEnv    = "direct_migrated_via_env"
-
-	// Whether the (deprecated) terraform engine was explicitly opted into, and via
-	// which source. Independent: both can be present when config and env both
-	// request terraform. Emitted only when true; absence means "not opted in via
-	// this source", so the population still on terraform can be sliced by source.
-	//   - engine_terraform_config: bundle.engine = "terraform" in the bundle config.
-	//   - engine_terraform_env:    DATABRICKS_BUNDLE_ENGINE=terraform in the environment.
-	EngineTerraformConfig = "engine_terraform_config"
-	EngineTerraformEnv    = "engine_terraform_env"
-
-	// Whether workspace.state_path is under /Workspace/Shared.
-	StatePathIsShared = "state_path_is_shared"
-
-	// Whether this deploy is compatible with an automatic migration of the deployment
-	// state to a dedicated state storage service (DMS). Deploying a bundle requires
-	// write access (CAN_EDIT or higher) to the state folder; after migration that is
-	// governed by the permissions on the deployment object instead.
-	//
-	// When the bundle has no permissions section, the migration can mirror the state
-	// folder's ACLs onto the deployment (CAN_EDIT -> CAN_EDIT, CAN_MANAGE ->
-	// CAN_MANAGE), preserving everyone's access wherever the state lives. When a
-	// permissions section is set, the migration applies exactly those permissions, so
-	// anyone with write access to the state folder who is not declared with
-	// CAN_MANAGE would lose the ability to deploy.
-	//
-	// Exactly one of the three keys below is recorded per deploy:
-	//   - auto: no permissions section (folder ACLs are mirrored), or every principal
-	//           with write access to the state folder is declared.
-	//   - only_self_undeclared: a permissions section is set and the only principal
-	//           with undeclared write access is the deploying user. The migration
-	//           grants the deploying user CAN_MANAGE on the deployment object, so this
-	//           is auto-migratable if we choose to preserve that grant on future
-	//           deploys. Recorded separately to measure how common this case is.
-	//   - not:  a permissions section is set and the state folder has undeclared write
-	//           access from a principal other than the deploying user.
-	DMSCompatAuto               = "dms_compat_auto"
-	DMSCompatOnlySelfUndeclared = "dms_compat_only_self_undeclared"
-	DMSCompatNot                = "dms_compat_not"
-
-	// Breakdown dimensions recorded on every deploy alongside the verdict above, so the
-	// DMS auto-migration population can be sliced without inferring it from the verdict.
-	// Each is an independent boolean.
-
-	// Whether a top-level permissions section is set. The no-permissions case is always
-	// auto-migration compatible (folder ACLs are mirrored), so this separates the two
-	// populations that both land on dms_compat_auto.
-	PermissionsSectionSet = "permissions_section_set"
-
-	// Where the deployment state folder lives. Exactly one of StatePathIsShared,
-	// StatePathInDeployerHome, StatePathInOtherUserHome, and StatePathOther is true per
-	// deploy. StatePathOther is any other /Workspace folder (not a user home or shared).
-	StatePathInDeployerHome  = "state_path_in_deployer_home"
-	StatePathInOtherUserHome = "state_path_in_other_user_home"
-	StatePathOther           = "state_path_other"
-
-	// Which principal types have undeclared write access to the state folder — the
-	// access an auto-migration governed by the permissions section would drop. These can
-	// co-occur; all false when the deploy is auto-migration compatible.
-	DMSUndeclaredDeployingUser    = "dms_undeclared_deploying_user"
-	DMSUndeclaredOtherUser        = "dms_undeclared_other_user"
-	DMSUndeclaredServicePrincipal = "dms_undeclared_service_principal"
-	DMSUndeclaredGroup            = "dms_undeclared_group"
-)
diff --git a/bundle/metrics/track_used_compute.go b/bundle/metrics/track_used_compute.go
index 1f3bf051dc..bc85e2d820 100644
--- a/bundle/metrics/track_used_compute.go
+++ b/bundle/metrics/track_used_compute.go
@@ -47,9 +47,10 @@ func (c *trackUsedCompute) Apply(ctx context.Context, b *bundle.Bundle) diag.Dia
 		}
 	}
 
-	b.Metrics.AddBoolValue("has_serverless_compute", hasServerlessCompute)
-	b.Metrics.AddBoolValue("has_classic_job_compute", hasClassicJobCompute)
-	b.Metrics.AddBoolValue("has_classic_interactive_compute", hasClassicInteractiveCompute)
+	tm := &b.Metrics.Telemetry
+	tm.SetPaired(&tm.HasServerlessComputeTrue, &tm.HasServerlessComputeFalse, hasServerlessCompute)
+	tm.SetPaired(&tm.HasClassicJobComputeTrue, &tm.HasClassicJobComputeFalse, hasClassicJobCompute)
+	tm.SetPaired(&tm.HasClassicInteractiveComputeTrue, &tm.HasClassicInteractiveComputeFalse, hasClassicInteractiveCompute)
 
 	return nil
 }
diff --git a/bundle/permissions/workspace_root.go b/bundle/permissions/workspace_root.go
index d4f3ee173c..197fc5ef54 100644
--- a/bundle/permissions/workspace_root.go
+++ b/bundle/permissions/workspace_root.go
@@ -11,7 +11,6 @@ import (
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/config/resources"
 	"github.com/databricks/cli/bundle/libraries"
-	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/bundle/paths"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/databricks-sdk-go/service/workspace"
@@ -163,16 +162,17 @@ func recordPermissionMetrics(b *bundle.Bundle, stateFolderPerms *WorkspacePathPe
 	isShared := libraries.IsWorkspaceSharedPath(statePath)
 	owner, underUserHome := userHomeOwner(statePath)
 
-	b.Metrics.SetBoolValue(metrics.StatePathIsShared, isShared)
-	b.Metrics.SetBoolValue(metrics.PermissionsSectionSet, len(b.Config.Permissions) > 0)
+	tm := &b.Metrics.Telemetry
+	tm.StatePathIsShared = isShared
+	tm.SetPaired(&tm.PermissionsSectionSetTrue, &tm.PermissionsSectionSetFalse, len(b.Config.Permissions) > 0)
 
 	// userHomeOwner yields a non-empty owner whenever underUserHome is true, so the two
 	// home flags are exact complements: an unresolved deployer ("") never equals the
 	// owner and falls into the other-user bucket. StatePathOther covers any /Workspace
 	// folder that is neither shared nor a user home.
-	b.Metrics.SetBoolValue(metrics.StatePathInDeployerHome, underUserHome && owner == deployer)
-	b.Metrics.SetBoolValue(metrics.StatePathInOtherUserHome, underUserHome && owner != deployer)
-	b.Metrics.SetBoolValue(metrics.StatePathOther, !isShared && !underUserHome)
+	tm.StatePathInDeployerHome = underUserHome && owner == deployer
+	tm.StatePathInOtherUserHome = underUserHome && owner != deployer
+	tm.StatePathOther = !isShared && !underUserHome
 
 	// stateFolderPerms is nil when no permissions are declared, in which case there are
 	// no undeclared writers (the migration mirrors the folder's ACLs).
@@ -181,25 +181,26 @@ func recordPermissionMetrics(b *bundle.Bundle, stateFolderPerms *WorkspacePathPe
 		undeclared = stateFolderPerms.UndeclaredWriters(b.Config.Permissions)
 	}
 	self, otherUser, servicePrincipal, group := undeclaredWriterTypes(undeclared, deployer)
-	b.Metrics.SetBoolValue(metrics.DMSUndeclaredDeployingUser, self)
-	b.Metrics.SetBoolValue(metrics.DMSUndeclaredOtherUser, otherUser)
-	b.Metrics.SetBoolValue(metrics.DMSUndeclaredServicePrincipal, servicePrincipal)
-	b.Metrics.SetBoolValue(metrics.DMSUndeclaredGroup, group)
+	tm.DMSUndeclaredDeployingUser = self
+	tm.DMSUndeclaredOtherUser = otherUser
+	tm.DMSUndeclaredServicePrincipal = servicePrincipal
+	tm.DMSUndeclaredGroup = group
 
-	// Emit exactly one of the auto-migration verdict keys.
-	b.Metrics.SetBoolValue(autoMigrationVerdict(b, stateFolderPerms, undeclared), true)
+	// Set exactly one of the auto-migration verdict flags.
+	setAutoMigrationVerdict(b, tm, stateFolderPerms, undeclared)
 }
 
 // autoMigrationVerdict returns the metric key describing whether this deploy is
 // compatible with an automatic migration of the deployment state to a dedicated
 // state storage service. undeclared is the state folder's undeclared writers (empty
-// when no permissions are declared). See metrics.DMSCompatAuto.
-func autoMigrationVerdict(b *bundle.Bundle, stateFolderPerms *WorkspacePathPermissions, undeclared []resources.Permission) string {
+// when no permissions are declared). See Telemetry.DMSCompatAuto.
+func setAutoMigrationVerdict(b *bundle.Bundle, tm *bundle.Telemetry, stateFolderPerms *WorkspacePathPermissions, undeclared []resources.Permission) {
 	// No permissions section: the migration mirrors the state folder's ACLs onto the
 	// deployment (CAN_EDIT -> CAN_EDIT, CAN_MANAGE -> CAN_MANAGE), preserving
 	// everyone's access wherever the state lives.
 	if len(b.Config.Permissions) == 0 {
-		return metrics.DMSCompatAuto
+		tm.DMSCompatAuto = true
+		return
 	}
 
 	// A permissions section is set. The state folder is always one of the synced bundle
@@ -207,7 +208,8 @@ func autoMigrationVerdict(b *bundle.Bundle, stateFolderPerms *WorkspacePathPermi
 	// stateFolderPerms is non-nil here. Guard against nil regardless so a telemetry
 	// computation can never panic the deploy.
 	if stateFolderPerms == nil {
-		return metrics.DMSCompatNot
+		tm.DMSCompatNot = true
+		return
 	}
 
 	// The migration applies exactly the declared permissions to the deployment, so
@@ -215,14 +217,14 @@ func autoMigrationVerdict(b *bundle.Bundle, stateFolderPerms *WorkspacePathPermi
 	// ability to deploy.
 	switch {
 	case len(undeclared) == 0:
-		return metrics.DMSCompatAuto
+		tm.DMSCompatAuto = true
 	case len(undeclared) == 1 && isDeployingUser(b, undeclared[0]):
 		// The deploying user is the only undeclared writer. The migration grants the
 		// deploying user CAN_MANAGE on the deployment object, so this deploy is
 		// auto-migratable if we choose to preserve that grant on future deploys.
-		return metrics.DMSCompatOnlySelfUndeclared
+		tm.DMSCompatOnlySelfUndeclared = true
 	default:
-		return metrics.DMSCompatNot
+		tm.DMSCompatNot = true
 	}
 }
 
diff --git a/bundle/phases/telemetry.go b/bundle/phases/telemetry.go
index cbe74f467f..75ad6ffe1d 100644
--- a/bundle/phases/telemetry.go
+++ b/bundle/phases/telemetry.go
@@ -10,13 +10,26 @@ import (
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/config/engine"
 	"github.com/databricks/cli/bundle/libraries"
-	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/dyn"
 	"github.com/databricks/cli/libs/log"
 	"github.com/databricks/cli/libs/telemetry"
 	"github.com/databricks/cli/libs/telemetry/protos"
 )
 
+// localCacheMeasurements converts the per-compute cache durations recorded by
+// libs/cache into telemetry entries, preserving the historical key.
+func localCacheMeasurements(b *bundle.Bundle) []protos.IntMapEntry {
+	durations := b.Metrics.Telemetry.ComputeDurationsMs
+	if len(durations) == 0 {
+		return nil
+	}
+	out := make([]protos.IntMapEntry, len(durations))
+	for i, ms := range durations {
+		out[i] = protos.IntMapEntry{Key: "local.cache.compute_duration", Value: ms}
+	}
+	return out
+}
+
 func getExecutionTimes(b *bundle.Bundle) []protos.IntMapEntry {
 	executionTimes := b.Metrics.ExecutionTimes
 
@@ -181,23 +194,24 @@ func LogDeployTelemetry(ctx context.Context, b *bundle.Bundle, errMsg string) {
 	slices.Sort(clusterIds)
 	slices.Sort(dashboardIds)
 
+	tm := &b.Metrics.Telemetry
 	for _, app := range b.Config.Resources.Apps {
 		if app != nil && app.Lifecycle != nil && app.Lifecycle.Started != nil {
-			b.Metrics.SetBoolValue(metrics.AppLifecycleStarted, *app.Lifecycle.Started)
+			tm.SetPaired(&tm.AppLifecycleStartedTrue, &tm.AppLifecycleStartedFalse, *app.Lifecycle.Started)
 			break
 		}
 	}
 
 	for _, cluster := range b.Config.Resources.Clusters {
 		if cluster != nil && cluster.Lifecycle != nil && cluster.Lifecycle.Started != nil {
-			b.Metrics.SetBoolValue(metrics.ClusterLifecycleStarted, *cluster.Lifecycle.Started)
+			tm.SetPaired(&tm.ClusterLifecycleStartedTrue, &tm.ClusterLifecycleStartedFalse, *cluster.Lifecycle.Started)
 			break
 		}
 	}
 
 	for _, warehouse := range b.Config.Resources.SqlWarehouses {
 		if warehouse != nil && warehouse.Lifecycle != nil && warehouse.Lifecycle.Started != nil {
-			b.Metrics.SetBoolValue(metrics.SqlWarehouseLifecycleStarted, *warehouse.Lifecycle.Started)
+			tm.SetPaired(&tm.SqlWarehouseLifecycleStartedTrue, &tm.SqlWarehouseLifecycleStartedFalse, *warehouse.Lifecycle.Started)
 			break
 		}
 	}
@@ -208,10 +222,10 @@ func LogDeployTelemetry(ctx context.Context, b *bundle.Bundle, errMsg string) {
 	// upstream via ResolveEngineSetting, so treating the FromEnv error as
 	// "not terraform" here cannot mask a real terraform opt-in.
 	if b.Config.Bundle.Engine == engine.EngineTerraform {
-		b.Metrics.SetBoolValue(metrics.EngineTerraformConfig, true)
+		tm.EngineTerraformConfig = true
 	}
 	if envEngine, _ := engine.FromEnv(ctx); envEngine == engine.EngineTerraform {
-		b.Metrics.SetBoolValue(metrics.EngineTerraformEnv, true)
+		tm.EngineTerraformEnv = true
 	}
 
 	// If the bundle UUID is not set, we use a default 0 value.
@@ -295,8 +309,8 @@ func LogDeployTelemetry(ctx context.Context, b *bundle.Bundle, errMsg string) {
 				UploadFileSizes:              uploadFileSizeHistogram(uploadFileSizers),
 				TargetCount:                  b.Metrics.TargetCount,
 				WorkspaceArtifactPathType:    artifactPathType,
-				BoolValues:                   b.Metrics.BoolValues,
-				LocalCacheMeasurementsMs:     b.Metrics.LocalCacheMeasurementsMs,
+				BoolValues:                   b.Metrics.Telemetry.BoolValues(),
+				LocalCacheMeasurementsMs:     localCacheMeasurements(b),
 				PythonAddedResourcesCount:    b.Metrics.PythonAddedResourcesCount,
 				PythonUpdatedResourcesCount:  b.Metrics.PythonUpdatedResourcesCount,
 				PythonResourceLoadersCount:   int64(len(experimentalConfig.Python.Resources)),
diff --git a/bundle/statemgmt/direct_migration.go b/bundle/statemgmt/direct_migration.go
index a13b7effd4..c586f0ba8d 100644
--- a/bundle/statemgmt/direct_migration.go
+++ b/bundle/statemgmt/direct_migration.go
@@ -16,7 +16,6 @@ import (
 	"github.com/databricks/cli/bundle/deploy"
 	"github.com/databricks/cli/bundle/direct/dresources"
 	"github.com/databricks/cli/bundle/direct/dstate"
-	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/bundle/migrate"
 	"github.com/databricks/cli/libs/cmdio"
 	"github.com/databricks/cli/libs/dyn"
@@ -55,11 +54,12 @@ func MigrateToDirect(ctx context.Context, b *bundle.Bundle, requestedEngine engi
 	tfState, err := migrate.ParseTFStateFull(ctx, localTerraformPath)
 	if err != nil {
 		log.Warnf(ctx, "%sfailed to parse terraform state: %v", warnPrefix, err)
+		tm := &b.Metrics.Telemetry
 		if requestedEngine.Type == engine.EngineDirect {
-			b.Metrics.SetBoolValue(metrics.DirectMigrateError, true)
+			tm.DirectMigrateError = true
 			log.Warnf(ctx, "%s", autoMigrateStoppedNotice)
 		} else {
-			b.Metrics.SetBoolValue(metrics.DirectDryMigrateSuccess, false)
+			tm.SetPaired(&tm.DirectDryMigrateSuccessTrue, &tm.DirectDryMigrateSuccessFalse, false)
 		}
 		return
 	}
@@ -83,7 +83,7 @@ func MigrateToDirect(ctx context.Context, b *bundle.Bundle, requestedEngine engi
 		}
 		cmdio.LogString(ctx, "Removing empty terraform state; direct engine will be used on the next deploy (opted in via "+requestedEngine.Source+")...")
 		if err := backupTerraformState(ctx, b); err != nil {
-			b.Metrics.SetBoolValue(metrics.DirectMigrateCommitError, true)
+			b.Metrics.Telemetry.DirectMigrateCommitError = true
 			log.Warnf(ctx, "automatic migration to direct engine failed: %v", err)
 			return
 		}
@@ -111,20 +111,22 @@ func MigrateToDirect(ctx context.Context, b *bundle.Bundle, requestedEngine engi
 		log.Warnf(ctx, "%s", feedbackNotice)
 	}
 
+	tm := &b.Metrics.Telemetry
+
 	// The user did not opt in to the direct engine — the conversion was only
 	// a dry run for fleet-wide telemetry, so record dry-run outcome only.
 	if requestedEngine.Type != engine.EngineDirect {
-		b.Metrics.SetBoolValue(metrics.DirectDryMigrateSuccess, err == nil)
-		b.Metrics.SetBoolValue(metrics.DirectDryMigrateWarnings, hasWarnings)
+		tm.SetPaired(&tm.DirectDryMigrateSuccessTrue, &tm.DirectDryMigrateSuccessFalse, err == nil)
+		tm.SetPaired(&tm.DirectDryMigrateWarningsTrue, &tm.DirectDryMigrateWarningsFalse, hasWarnings)
 		return
 	}
 
 	// From here on, the user opted in: use the migrate_* telemetry keys.
 	if err != nil {
-		b.Metrics.SetBoolValue(metrics.DirectMigrateError, true)
+		tm.DirectMigrateError = true
 	}
 	if hasWarnings {
-		b.Metrics.SetBoolValue(metrics.DirectMigrateWarnings, true)
+		tm.DirectMigrateWarnings = true
 	}
 
 	if err != nil || hasWarnings {
@@ -135,7 +137,7 @@ func MigrateToDirect(ctx context.Context, b *bundle.Bundle, requestedEngine engi
 	cmdio.LogString(ctx, "Migrating state to direct deployment engine (opted in via "+requestedEngine.Source+")...")
 
 	if err := commitMigration(ctx, b, tempStatePath, resourceCount); err != nil {
-		b.Metrics.SetBoolValue(metrics.DirectMigrateCommitError, true)
+		tm.DirectMigrateCommitError = true
 		log.Warnf(ctx, "automatic migration to direct engine failed: %v", err)
 		return
 	}
@@ -150,8 +152,9 @@ func recordDryRunNoop(b *bundle.Bundle, requestedEngine engine.EngineSetting) {
 	if requestedEngine.Type == engine.EngineDirect {
 		return
 	}
-	b.Metrics.SetBoolValue(metrics.DirectDryMigrateSuccess, true)
-	b.Metrics.SetBoolValue(metrics.DirectDryMigrateWarnings, false)
+	tm := &b.Metrics.Telemetry
+	tm.SetPaired(&tm.DirectDryMigrateSuccessTrue, &tm.DirectDryMigrateSuccessFalse, true)
+	tm.SetPaired(&tm.DirectDryMigrateWarningsTrue, &tm.DirectDryMigrateWarningsFalse, false)
 }
 
 // recordAutoMigrateSource sets exactly one of the migrated-via-* telemetry
@@ -162,9 +165,9 @@ func recordDryRunNoop(b *bundle.Bundle, requestedEngine engine.EngineSetting) {
 // ConfigType == EngineNotSet.
 func recordAutoMigrateSource(b *bundle.Bundle, requestedEngine engine.EngineSetting) {
 	if requestedEngine.ConfigType == engine.EngineDirect {
-		b.Metrics.SetBoolValue(metrics.DirectAutoMigrateViaConfig, true)
+		b.Metrics.Telemetry.DirectMigratedViaConfig = true
 	} else {
-		b.Metrics.SetBoolValue(metrics.DirectAutoMigrateViaEnv, true)
+		b.Metrics.Telemetry.DirectMigratedViaEnv = true
 	}
 }
 
diff --git a/bundle/telemetry.go b/bundle/telemetry.go
new file mode 100644
index 0000000000..aeae632011
--- /dev/null
+++ b/bundle/telemetry.go
@@ -0,0 +1,207 @@
+package bundle
+
+import (
+	"github.com/databricks/cli/libs/cache"
+	"github.com/databricks/cli/libs/telemetry/protos"
+)
+
+// Telemetry holds the boolean feature flags collected during a deploy. Its
+// fields become part of the bundle bitmap (one bit per field; the json tag is
+// the field path) and are also emitted on the deploy telemetry wire via
+// BoolValues.
+//
+// Most flags are single bits: they are only ever set true when the feature is
+// present, or they belong to a one-hot group where the set member already
+// encodes the outcome.
+//
+// A "value-bearing" flag whose false is a real measurement (distinct from "not
+// measured") is stored as a True/False pair so the bitmap can represent both
+// outcomes. Exactly one of a pair is set per deploy; BoolValues collapses the
+// pair back to the single wire key it replaces.
+type Telemetry struct {
+	// Single-bit flags. Set true only when the feature is present.
+	SelectUsed             bool `json:"select_used,omitempty"`
+	HasTfOnlyReferences    bool `json:"has_tf_only_references,omitempty"`
+	ArtifactsReferenceUsed bool `json:"artifacts_reference_used,omitempty"`
+
+	ConfigHasDoubleDollarBrace    bool `json:"config_has_double_dollar_brace,omitempty"`
+	ConfigHasDoubleDollar         bool `json:"config_has_double_dollar,omitempty"`
+	ConfigHasBackslashDollarBrace bool `json:"config_has_backslash_dollar_brace,omitempty"`
+	ConfigHasBackslashDollar      bool `json:"config_has_backslash_dollar,omitempty"`
+
+	ArtifactDynamicVersionIsSet bool `json:"artifact_dynamic_version_is_set,omitempty"`
+
+	// State-path location: exactly one is set per deploy (one-hot), so each is a
+	// single bit.
+	StatePathIsShared        bool `json:"state_path_is_shared,omitempty"`
+	StatePathInDeployerHome  bool `json:"state_path_in_deployer_home,omitempty"`
+	StatePathInOtherUserHome bool `json:"state_path_in_other_user_home,omitempty"`
+	StatePathOther           bool `json:"state_path_other,omitempty"`
+
+	// DMS undeclared writer types: independent bits, all false when the deploy is
+	// auto-migration compatible.
+	DMSUndeclaredDeployingUser    bool `json:"dms_undeclared_deploying_user,omitempty"`
+	DMSUndeclaredOtherUser        bool `json:"dms_undeclared_other_user,omitempty"`
+	DMSUndeclaredServicePrincipal bool `json:"dms_undeclared_service_principal,omitempty"`
+	DMSUndeclaredGroup            bool `json:"dms_undeclared_group,omitempty"`
+
+	// DMS auto-migration verdict: exactly one is set per deploy (one-hot).
+	DMSCompatAuto               bool `json:"dms_compat_auto,omitempty"`
+	DMSCompatOnlySelfUndeclared bool `json:"dms_compat_only_self_undeclared,omitempty"`
+	DMSCompatNot                bool `json:"dms_compat_not,omitempty"`
+
+	// Opt-in auto-migration outcome. Only set on the opt-in path; absent
+	// otherwise.
+	DirectMigrateError       bool `json:"direct_migrate_error,omitempty"`
+	DirectMigrateCommitError bool `json:"direct_migrate_commit_error,omitempty"`
+	DirectMigrateWarnings    bool `json:"direct_migrate_warnings,omitempty"`
+
+	// Which opt-in source triggered auto-migration: exactly one set when it ran.
+	DirectMigratedViaConfig bool `json:"direct_migrated_via_config,omitempty"`
+	DirectMigratedViaEnv    bool `json:"direct_migrated_via_env,omitempty"`
+
+	// Whether the deprecated terraform engine was explicitly opted into, per
+	// source. Independent: both can be set. Emitted only when true.
+	EngineTerraformConfig bool `json:"engine_terraform_config,omitempty"`
+	EngineTerraformEnv    bool `json:"engine_terraform_env,omitempty"`
+
+	// True/False pairs. Exactly one of each pair is set when the flag is
+	// measured; neither when it is not. BoolValues collapses each pair to its
+	// single wire key.
+	RunAsSetTrue  bool `json:"run_as_set_true,omitempty"`
+	RunAsSetFalse bool `json:"run_as_set_false,omitempty"`
+
+	UseLegacyRunAsTrue  bool `json:"experimental.use_legacy_run_as_true,omitempty"`
+	UseLegacyRunAsFalse bool `json:"experimental.use_legacy_run_as_false,omitempty"`
+
+	HasServerlessComputeTrue  bool `json:"has_serverless_compute_true,omitempty"`
+	HasServerlessComputeFalse bool `json:"has_serverless_compute_false,omitempty"`
+
+	HasClassicJobComputeTrue  bool `json:"has_classic_job_compute_true,omitempty"`
+	HasClassicJobComputeFalse bool `json:"has_classic_job_compute_false,omitempty"`
+
+	HasClassicInteractiveComputeTrue  bool `json:"has_classic_interactive_compute_true,omitempty"`
+	HasClassicInteractiveComputeFalse bool `json:"has_classic_interactive_compute_false,omitempty"`
+
+	PresetsNamePrefixIsSetTrue  bool `json:"presets_name_prefix_is_set_true,omitempty"`
+	PresetsNamePrefixIsSetFalse bool `json:"presets_name_prefix_is_set_false,omitempty"`
+
+	PythonWheelWrapperIsSetTrue  bool `json:"python_wheel_wrapper_is_set_true,omitempty"`
+	PythonWheelWrapperIsSetFalse bool `json:"python_wheel_wrapper_is_set_false,omitempty"`
+
+	SkipArtifactCleanupTrue  bool `json:"skip_artifact_cleanup_true,omitempty"`
+	SkipArtifactCleanupFalse bool `json:"skip_artifact_cleanup_false,omitempty"`
+
+	ArtifactBuildCommandIsSetTrue  bool `json:"artifact_build_command_is_set_true,omitempty"`
+	ArtifactBuildCommandIsSetFalse bool `json:"artifact_build_command_is_set_false,omitempty"`
+
+	ArtifactFilesIsSetTrue  bool `json:"artifact_files_is_set_true,omitempty"`
+	ArtifactFilesIsSetFalse bool `json:"artifact_files_is_set_false,omitempty"`
+
+	PermissionsSectionSetTrue  bool `json:"permissions_section_set_true,omitempty"`
+	PermissionsSectionSetFalse bool `json:"permissions_section_set_false,omitempty"`
+
+	SourceLinkedSetForNonDevelopmentTrue  bool `json:"source_linked_set_for_non_development_true,omitempty"`
+	SourceLinkedSetForNonDevelopmentFalse bool `json:"source_linked_set_for_non_development_false,omitempty"`
+
+	AppLifecycleStartedTrue  bool `json:"app_lifecycle_started_true,omitempty"`
+	AppLifecycleStartedFalse bool `json:"app_lifecycle_started_false,omitempty"`
+
+	ClusterLifecycleStartedTrue  bool `json:"cluster_lifecycle_started_true,omitempty"`
+	ClusterLifecycleStartedFalse bool `json:"cluster_lifecycle_started_false,omitempty"`
+
+	SqlWarehouseLifecycleStartedTrue  bool `json:"sql_warehouse_lifecycle_started_true,omitempty"`
+	SqlWarehouseLifecycleStartedFalse bool `json:"sql_warehouse_lifecycle_started_false,omitempty"`
+
+	DirectDryMigrateSuccessTrue  bool `json:"direct_drymigrate_success_true,omitempty"`
+	DirectDryMigrateSuccessFalse bool `json:"direct_drymigrate_success_false,omitempty"`
+
+	DirectDryMigrateWarningsTrue  bool `json:"direct_drymigrate_warnings_true,omitempty"`
+	DirectDryMigrateWarningsFalse bool `json:"direct_drymigrate_warnings_false,omitempty"`
+
+	// Local-cache flags. Embedded so cache.Metrics fields flatten into the
+	// bitmap; libs/cache writes them directly (it cannot import this package).
+	cache.Metrics
+}
+
+// SetPaired sets exactly one bool of a True/False pair from a measured value,
+// e.g. b.Metrics.Telemetry.SetPaired(&t.RunAsSetTrue, &t.RunAsSetFalse, value).
+func (t *Telemetry) SetPaired(vTrue, vFalse *bool, value bool) {
+	if value {
+		*vTrue = true
+	} else {
+		*vFalse = true
+	}
+}
+
+// BoolValues returns the telemetry flags as wire entries. Single-bit flags emit
+// one entry each only when set (matching the historical "absent unless set"
+// behavior). Each True/False pair collapses to its single wire key: emitted as
+// true/false when either half is set, omitted when neither is.
+func (t *Telemetry) BoolValues() []protos.BoolMapEntry {
+	var out []protos.BoolMapEntry
+
+	single := func(key string, v bool) {
+		if v {
+			out = append(out, protos.BoolMapEntry{Key: key, Value: true})
+		}
+	}
+	single("select_used", t.SelectUsed)
+	single("has_tf_only_references", t.HasTfOnlyReferences)
+	single("artifacts_reference_used", t.ArtifactsReferenceUsed)
+	single("config_has_double_dollar_brace", t.ConfigHasDoubleDollarBrace)
+	single("config_has_double_dollar", t.ConfigHasDoubleDollar)
+	single("config_has_backslash_dollar_brace", t.ConfigHasBackslashDollarBrace)
+	single("config_has_backslash_dollar", t.ConfigHasBackslashDollar)
+	single("artifact_dynamic_version_is_set", t.ArtifactDynamicVersionIsSet)
+	single("state_path_is_shared", t.StatePathIsShared)
+	single("state_path_in_deployer_home", t.StatePathInDeployerHome)
+	single("state_path_in_other_user_home", t.StatePathInOtherUserHome)
+	single("state_path_other", t.StatePathOther)
+	single("dms_undeclared_deploying_user", t.DMSUndeclaredDeployingUser)
+	single("dms_undeclared_other_user", t.DMSUndeclaredOtherUser)
+	single("dms_undeclared_service_principal", t.DMSUndeclaredServicePrincipal)
+	single("dms_undeclared_group", t.DMSUndeclaredGroup)
+	single("dms_compat_auto", t.DMSCompatAuto)
+	single("dms_compat_only_self_undeclared", t.DMSCompatOnlySelfUndeclared)
+	single("dms_compat_not", t.DMSCompatNot)
+	single("direct_migrate_error", t.DirectMigrateError)
+	single("direct_migrate_commit_error", t.DirectMigrateCommitError)
+	single("direct_migrate_warnings", t.DirectMigrateWarnings)
+	single("direct_migrated_via_config", t.DirectMigratedViaConfig)
+	single("direct_migrated_via_env", t.DirectMigratedViaEnv)
+	single("engine_terraform_config", t.EngineTerraformConfig)
+	single("engine_terraform_env", t.EngineTerraformEnv)
+
+	single("local.cache.attempt", t.Attempt)
+	single("local.cache.hit", t.Hit)
+	single("local.cache.miss", t.Miss)
+	single("local.cache.error", t.Error)
+
+	collapse := func(key string, vTrue, vFalse bool) {
+		if vTrue {
+			out = append(out, protos.BoolMapEntry{Key: key, Value: true})
+		} else if vFalse {
+			out = append(out, protos.BoolMapEntry{Key: key, Value: false})
+		}
+	}
+	collapse("run_as_set", t.RunAsSetTrue, t.RunAsSetFalse)
+	collapse("experimental.use_legacy_run_as", t.UseLegacyRunAsTrue, t.UseLegacyRunAsFalse)
+	collapse("has_serverless_compute", t.HasServerlessComputeTrue, t.HasServerlessComputeFalse)
+	collapse("has_classic_job_compute", t.HasClassicJobComputeTrue, t.HasClassicJobComputeFalse)
+	collapse("has_classic_interactive_compute", t.HasClassicInteractiveComputeTrue, t.HasClassicInteractiveComputeFalse)
+	collapse("presets_name_prefix_is_set", t.PresetsNamePrefixIsSetTrue, t.PresetsNamePrefixIsSetFalse)
+	collapse("python_wheel_wrapper_is_set", t.PythonWheelWrapperIsSetTrue, t.PythonWheelWrapperIsSetFalse)
+	collapse("skip_artifact_cleanup", t.SkipArtifactCleanupTrue, t.SkipArtifactCleanupFalse)
+	collapse("artifact_build_command_is_set", t.ArtifactBuildCommandIsSetTrue, t.ArtifactBuildCommandIsSetFalse)
+	collapse("artifact_files_is_set", t.ArtifactFilesIsSetTrue, t.ArtifactFilesIsSetFalse)
+	collapse("permissions_section_set", t.PermissionsSectionSetTrue, t.PermissionsSectionSetFalse)
+	collapse("source_linked_set_for_non_development", t.SourceLinkedSetForNonDevelopmentTrue, t.SourceLinkedSetForNonDevelopmentFalse)
+	collapse("app_lifecycle_started", t.AppLifecycleStartedTrue, t.AppLifecycleStartedFalse)
+	collapse("cluster_lifecycle_started", t.ClusterLifecycleStartedTrue, t.ClusterLifecycleStartedFalse)
+	collapse("sql_warehouse_lifecycle_started", t.SqlWarehouseLifecycleStartedTrue, t.SqlWarehouseLifecycleStartedFalse)
+	collapse("direct_drymigrate_success", t.DirectDryMigrateSuccessTrue, t.DirectDryMigrateSuccessFalse)
+	collapse("direct_drymigrate_warnings", t.DirectDryMigrateWarningsTrue, t.DirectDryMigrateWarningsFalse)
+
+	return out
+}
diff --git a/bundle/trampoline/python_wheel.go b/bundle/trampoline/python_wheel.go
index 722a0b35e6..f199ba9140 100644
--- a/bundle/trampoline/python_wheel.go
+++ b/bundle/trampoline/python_wheel.go
@@ -9,7 +9,6 @@ import (
 
 	"github.com/databricks/cli/bundle"
 	"github.com/databricks/cli/bundle/libraries"
-	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/databricks-sdk-go/service/compute"
 	"github.com/databricks/databricks-sdk-go/service/jobs"
@@ -77,7 +76,8 @@ func TransformWheelTask() bundle.Mutator {
 
 func (transformWheelTask) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics {
 	isEnabled := b.Config.Experimental != nil && b.Config.Experimental.PythonWheelWrapper
-	b.Metrics.AddBoolValue(metrics.ExperimentalPythonWheelWrapperIsSet, isEnabled)
+	tm := &b.Metrics.Telemetry
+	tm.SetPaired(&tm.PythonWheelWrapperIsSetTrue, &tm.PythonWheelWrapperIsSetFalse, isEnabled)
 	if !isEnabled {
 		return nil
 	}
diff --git a/cmd/bundle/bitmap/bitmap.go b/cmd/bundle/bitmap/bitmap.go
index d1af932d36..028b8a957b 100644
--- a/cmd/bundle/bitmap/bitmap.go
+++ b/cmd/bundle/bitmap/bitmap.go
@@ -4,8 +4,10 @@ import (
 	"errors"
 	"fmt"
 	"io"
+	"reflect"
 	"strings"
 
+	"github.com/databricks/cli/bundle"
 	bundlebitmap "github.com/databricks/cli/bundle/bitmap"
 	"github.com/databricks/cli/cmd/bundle/utils"
 	"github.com/databricks/cli/cmd/root"
@@ -55,7 +57,7 @@ fields are kept so that bit positions stay stable.`,
 	var validate bool
 	cmd.Flags().BoolVar(&validate, "validate", false, "Fail if the embedded schema is missing fields instead of printing the merged schema")
 	cmd.RunE = func(cmd *cobra.Command, args []string) error {
-		fresh, err := bundlebitmap.WalkSchema()
+		fresh, err := bundlebitmap.WalkSchema(reflect.TypeFor[bundle.Telemetry]())
 		if err != nil {
 			return err
 		}
@@ -126,7 +128,7 @@ func loadBits(cmd *cobra.Command) ([]bool, []string, error) {
 		return nil, nil, errors.New("failed to load bundle")
 	}
 	schema := bundlebitmap.EmbeddedSchema()
-	bits, err := bundlebitmap.Bits(b.Config, schema)
+	bits, err := bundlebitmap.Bits(b.Config, b.Metrics.Telemetry, schema)
 	if err != nil {
 		return nil, nil, err
 	}
diff --git a/libs/cache/file_cache.go b/libs/cache/file_cache.go
index 163cbf3bac..a7b83a1800 100644
--- a/libs/cache/file_cache.go
+++ b/libs/cache/file_cache.go
@@ -15,10 +15,19 @@ import (
 	"github.com/databricks/cli/libs/log"
 )
 
-// Metrics is a local interface for tracking cache telemetry.
-type Metrics interface {
-	SetBoolValue(key string, value bool)
-	AddDurationValue(key string, value time.Duration)
+// Metrics tracks local-cache telemetry. It is embedded into the bundle's
+// telemetry struct, so the bool fields become part of the bundle bitmap; the
+// json tags are the telemetry keys. ComputeDurationsMs is tagged "-" because
+// durations are values, not presence bits, and are reported separately.
+type Metrics struct {
+	Attempt bool `json:"local.cache.attempt,omitempty"`
+	Hit     bool `json:"local.cache.hit,omitempty"`
+	Miss    bool `json:"local.cache.miss,omitempty"`
+	Error   bool `json:"local.cache.error,omitempty"`
+
+	// ComputeDurationsMs holds one entry per cache miss: how long the compute
+	// took, in milliseconds.
+	ComputeDurationsMs []int64 `json:"-"`
 }
 
 // fileCache implements the cacheImpl interface using local disk storage.
@@ -26,7 +35,7 @@ type fileCache struct {
 	baseDir      string
 	expiry       time.Duration
 	mu           sync.Mutex
-	metrics      Metrics
+	metrics      *Metrics
 	cacheEnabled bool // If true, cached values are returned; if false, cache is only used for measurement
 }
 
@@ -124,7 +133,7 @@ func getCacheBaseDir(ctx context.Context) (string, error) {
 // - Emit metrics about potential savings
 // - Always compute the value (never actually use the cache)
 // The returned cache can handle multiple types through the generic GetOrCompute function.
-func NewCache(ctx context.Context, component string, expiry time.Duration, metrics Metrics) *Cache {
+func NewCache(ctx context.Context, component string, expiry time.Duration, metrics *Metrics) *Cache {
 	cacheBaseDir, err := getCacheBaseDir(ctx)
 	if err != nil {
 		return &Cache{impl: &noopFileCache{}}
@@ -179,12 +188,6 @@ func (fc *fileCache) getJSON(ctx context.Context, fingerprint any) ([]byte, bool
 	return fc.readFromCacheJSON(ctx, fc.getCachePath(cacheKey))
 }
 
-func (fc *fileCache) addTelemetryMetric(key string) {
-	if fc.metrics != nil {
-		fc.metrics.SetBoolValue(key, true)
-	}
-}
-
 // getOrComputeJSON retrieves cached content or computes it using the provided function.
 // Cache operations fail open: if caching fails, the compute function is still called.
 // When cacheEnabled is false, the cache checks if values exist and measures potential time savings,
@@ -199,7 +202,9 @@ func (fc *fileCache) getOrComputeJSON(ctx context.Context, fingerprint any, comp
 	}
 
 	log.Debugf(ctx, "[Local Cache] using cache key: %s", cacheKey)
-	fc.addTelemetryMetric("local.cache.attempt")
+	if fc.metrics != nil {
+		fc.metrics.Attempt = true
+	}
 
 	cachePath := fc.getCachePath(cacheKey)
 
@@ -213,7 +218,9 @@ func (fc *fileCache) getOrComputeJSON(ctx context.Context, fingerprint any, comp
 	// Record metrics
 	if cacheExists {
 		log.Debugf(ctx, "[Local Cache] cache hit")
-		fc.addTelemetryMetric("local.cache.hit")
+		if fc.metrics != nil {
+			fc.metrics.Hit = true
+		}
 
 		// If cache is enabled, return the cached value
 		if fc.cacheEnabled {
@@ -221,7 +228,9 @@ func (fc *fileCache) getOrComputeJSON(ctx context.Context, fingerprint any, comp
 		}
 	} else {
 		log.Debugf(ctx, "[Local Cache] cache miss, computing")
-		fc.addTelemetryMetric("local.cache.miss")
+		if fc.metrics != nil {
+			fc.metrics.Miss = true
+		}
 	}
 
 	// Compute the value and measure timing
@@ -229,14 +238,16 @@ func (fc *fileCache) getOrComputeJSON(ctx context.Context, fingerprint any, comp
 	result, err := compute(ctx)
 	if err != nil {
 		log.Debugf(ctx, "[Local Cache] error while computing: %v", err)
-		fc.addTelemetryMetric("local.cache.error")
+		if fc.metrics != nil {
+			fc.metrics.Error = true
+		}
 		return result, err
 	}
 
 	// Record duration metrics
 	if fc.metrics != nil {
 		computeDuration := time.Since(start)
-		fc.metrics.AddDurationValue("local.cache.compute_duration", computeDuration)
+		fc.metrics.ComputeDurationsMs = append(fc.metrics.ComputeDurationsMs, computeDuration.Milliseconds())
 	}
 
 	log.Debugf(ctx, "[Local Cache] computed and stored result")

From 015e8acd27e9d36a0441ca881c820f2f6e2fa109 Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Thu, 30 Jul 2026 12:11:39 +0200
Subject: [PATCH 06/13] Regenerate goldens after rebase; ignore .databricks in
 bitmap test

Co-authored-by: Isaac
---
 acceptance/bundle/bitmap/out.bitmap-text.txt  | 116 ++++++++++++++++++
 acceptance/bundle/bitmap/out.bitmap.b64       |   2 +-
 acceptance/bundle/bitmap/out.schema.txt       | 116 ++++++++++++++++++
 acceptance/bundle/bitmap/output.txt           |   3 +-
 acceptance/bundle/bitmap/test.toml            |   2 +-
 .../default-python/classic/output.txt         |   2 +-
 bundle/bitmap/schema.txt                      |  54 ++++++++
 7 files changed, 291 insertions(+), 4 deletions(-)

diff --git a/acceptance/bundle/bitmap/out.bitmap-text.txt b/acceptance/bundle/bitmap/out.bitmap-text.txt
index 11bf6bd301..9c0ceb58c0 100644
--- a/acceptance/bundle/bitmap/out.bitmap-text.txt
+++ b/acceptance/bundle/bitmap/out.bitmap-text.txt
@@ -3147,3 +3147,119 @@
 0 python.mutators[*]
 0 python.venv_path
 0 definitions
+0 telemetry.select_used
+0 telemetry.has_tf_only_references
+0 telemetry.artifacts_reference_used
+0 telemetry.config_has_double_dollar_brace
+0 telemetry.config_has_double_dollar
+0 telemetry.config_has_backslash_dollar_brace
+0 telemetry.config_has_backslash_dollar
+0 telemetry.artifact_dynamic_version_is_set
+0 telemetry.state_path_is_shared
+0 telemetry.state_path_in_deployer_home
+0 telemetry.state_path_in_other_user_home
+0 telemetry.state_path_other
+0 telemetry.dms_undeclared_deploying_user
+0 telemetry.dms_undeclared_other_user
+0 telemetry.dms_undeclared_service_principal
+0 telemetry.dms_undeclared_group
+0 telemetry.dms_compat_auto
+0 telemetry.dms_compat_only_self_undeclared
+0 telemetry.dms_compat_not
+0 telemetry.direct_migrate_error
+0 telemetry.direct_migrate_commit_error
+0 telemetry.direct_migrate_warnings
+0 telemetry.direct_migrated_via_config
+0 telemetry.direct_migrated_via_env
+0 telemetry.run_as_set_true
+1 telemetry.run_as_set_false
+0 telemetry.experimental.use_legacy_run_as_true
+1 telemetry.experimental.use_legacy_run_as_false
+0 telemetry.has_serverless_compute_true
+0 telemetry.has_serverless_compute_false
+0 telemetry.has_classic_job_compute_true
+0 telemetry.has_classic_job_compute_false
+0 telemetry.has_classic_interactive_compute_true
+0 telemetry.has_classic_interactive_compute_false
+1 telemetry.presets_name_prefix_is_set_true
+0 telemetry.presets_name_prefix_is_set_false
+0 telemetry.python_wheel_wrapper_is_set_true
+0 telemetry.python_wheel_wrapper_is_set_false
+0 telemetry.skip_artifact_cleanup_true
+0 telemetry.skip_artifact_cleanup_false
+0 telemetry.artifact_build_command_is_set_true
+0 telemetry.artifact_build_command_is_set_false
+0 telemetry.artifact_files_is_set_true
+0 telemetry.artifact_files_is_set_false
+0 telemetry.permissions_section_set_true
+0 telemetry.permissions_section_set_false
+0 telemetry.source_linked_set_for_non_development_true
+0 telemetry.source_linked_set_for_non_development_false
+0 telemetry.app_lifecycle_started_true
+0 telemetry.app_lifecycle_started_false
+0 telemetry.cluster_lifecycle_started_true
+0 telemetry.cluster_lifecycle_started_false
+0 telemetry.sql_warehouse_lifecycle_started_true
+0 telemetry.sql_warehouse_lifecycle_started_false
+0 telemetry.direct_drymigrate_success_true
+0 telemetry.direct_drymigrate_success_false
+0 telemetry.direct_drymigrate_warnings_true
+0 telemetry.direct_drymigrate_warnings_false
+1 telemetry.local.cache.attempt
+0 telemetry.local.cache.hit
+1 telemetry.local.cache.miss
+0 telemetry.local.cache.error
+0 resources.jobs.*.job_clusters[*].new_cluster.dependency_mode
+0 resources.jobs.*.job_clusters[*].serverless_compute_id
+0 resources.jobs.*.tasks[*].ai_runtime_task.code_source_path
+0 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.code_source_path
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.dependency_mode
+0 resources.jobs.*.tasks[*].new_cluster.dependency_mode
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.lookback_window_days
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.sync_start_date
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.fanout_by
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].format
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.as_variant
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_evolution_mode
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_file_path
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_hints
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.lookback_window_days
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.sync_start_date
+0 resources.experiments.*.trace_location.uc_trace_location.effective_table_prefix
+0 resources.model_serving_endpoints.*.telemetry_config.table_names
+0 resources.model_serving_endpoints.*.telemetry_config.table_names.annotations_table
+0 resources.model_serving_endpoints.*.telemetry_config.table_names.logs_table
+0 resources.model_serving_endpoints.*.telemetry_config.table_names.metrics_table
+0 resources.model_serving_endpoints.*.telemetry_config.table_names.traces_table
+0 resources.model_serving_endpoints.*.telemetry_config.telemetry_profile_id
+0 resources.clusters.*.dependency_mode
+0 resources.alerts.*.parameters
+0 resources.alerts.*.parameters[*]
+0 resources.alerts.*.parameters[*].name
+0 resources.alerts.*.parameters[*].type
+0 resources.alerts.*.parameters[*].value
+0 resources.postgres_synced_tables.*.extra_columns
+0 resources.postgres_synced_tables.*.extra_columns[*]
+0 resources.postgres_synced_tables.*.extra_columns[*].column_name
+0 resources.postgres_synced_tables.*.extra_columns[*].column_type
+0 resources.postgres_synced_tables.*.extra_columns[*].compute
+0 resources.postgres_synced_tables.*.extra_columns[*].maintenance
+0 telemetry.engine_terraform_config
+0 telemetry.engine_terraform_env
diff --git a/acceptance/bundle/bitmap/out.bitmap.b64 b/acceptance/bundle/bitmap/out.bitmap.b64
index 993df8650d..c881f343c8 100644
--- a/acceptance/bundle/bitmap/out.bitmap.b64
+++ b/acceptance/bundle/bitmap/out.bitmap.b64
@@ -1 +1 @@
-cnEKcWJg4PFlYDjBIKfEwMLAzsDA0MD+gOEBtwIDgwIDGkjgYTBgGAW0AcwNCWAaEAAA//8=
+cnEKcWJg4DnIwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNJDAw2DAMApoA5gbEqAspkYGBsYGKAcQAAD//w==
diff --git a/acceptance/bundle/bitmap/out.schema.txt b/acceptance/bundle/bitmap/out.schema.txt
index f5ed608089..1b038cdaff 100644
--- a/acceptance/bundle/bitmap/out.schema.txt
+++ b/acceptance/bundle/bitmap/out.schema.txt
@@ -3147,3 +3147,119 @@ python.mutators
 python.mutators[*]
 python.venv_path
 definitions
+telemetry.select_used
+telemetry.has_tf_only_references
+telemetry.artifacts_reference_used
+telemetry.config_has_double_dollar_brace
+telemetry.config_has_double_dollar
+telemetry.config_has_backslash_dollar_brace
+telemetry.config_has_backslash_dollar
+telemetry.artifact_dynamic_version_is_set
+telemetry.state_path_is_shared
+telemetry.state_path_in_deployer_home
+telemetry.state_path_in_other_user_home
+telemetry.state_path_other
+telemetry.dms_undeclared_deploying_user
+telemetry.dms_undeclared_other_user
+telemetry.dms_undeclared_service_principal
+telemetry.dms_undeclared_group
+telemetry.dms_compat_auto
+telemetry.dms_compat_only_self_undeclared
+telemetry.dms_compat_not
+telemetry.direct_migrate_error
+telemetry.direct_migrate_commit_error
+telemetry.direct_migrate_warnings
+telemetry.direct_migrated_via_config
+telemetry.direct_migrated_via_env
+telemetry.run_as_set_true
+telemetry.run_as_set_false
+telemetry.experimental.use_legacy_run_as_true
+telemetry.experimental.use_legacy_run_as_false
+telemetry.has_serverless_compute_true
+telemetry.has_serverless_compute_false
+telemetry.has_classic_job_compute_true
+telemetry.has_classic_job_compute_false
+telemetry.has_classic_interactive_compute_true
+telemetry.has_classic_interactive_compute_false
+telemetry.presets_name_prefix_is_set_true
+telemetry.presets_name_prefix_is_set_false
+telemetry.python_wheel_wrapper_is_set_true
+telemetry.python_wheel_wrapper_is_set_false
+telemetry.skip_artifact_cleanup_true
+telemetry.skip_artifact_cleanup_false
+telemetry.artifact_build_command_is_set_true
+telemetry.artifact_build_command_is_set_false
+telemetry.artifact_files_is_set_true
+telemetry.artifact_files_is_set_false
+telemetry.permissions_section_set_true
+telemetry.permissions_section_set_false
+telemetry.source_linked_set_for_non_development_true
+telemetry.source_linked_set_for_non_development_false
+telemetry.app_lifecycle_started_true
+telemetry.app_lifecycle_started_false
+telemetry.cluster_lifecycle_started_true
+telemetry.cluster_lifecycle_started_false
+telemetry.sql_warehouse_lifecycle_started_true
+telemetry.sql_warehouse_lifecycle_started_false
+telemetry.direct_drymigrate_success_true
+telemetry.direct_drymigrate_success_false
+telemetry.direct_drymigrate_warnings_true
+telemetry.direct_drymigrate_warnings_false
+telemetry.local.cache.attempt
+telemetry.local.cache.hit
+telemetry.local.cache.miss
+telemetry.local.cache.error
+resources.jobs.*.job_clusters[*].new_cluster.dependency_mode
+resources.jobs.*.job_clusters[*].serverless_compute_id
+resources.jobs.*.tasks[*].ai_runtime_task.code_source_path
+resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.code_source_path
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.dependency_mode
+resources.jobs.*.tasks[*].new_cluster.dependency_mode
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.lookback_window_days
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.sync_start_date
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.fanout_by
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].format
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.as_variant
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_evolution_mode
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_file_path
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_hints
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.lookback_window_days
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.sync_start_date
+resources.experiments.*.trace_location.uc_trace_location.effective_table_prefix
+resources.model_serving_endpoints.*.telemetry_config.table_names
+resources.model_serving_endpoints.*.telemetry_config.table_names.annotations_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.logs_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.metrics_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.traces_table
+resources.model_serving_endpoints.*.telemetry_config.telemetry_profile_id
+resources.clusters.*.dependency_mode
+resources.alerts.*.parameters
+resources.alerts.*.parameters[*]
+resources.alerts.*.parameters[*].name
+resources.alerts.*.parameters[*].type
+resources.alerts.*.parameters[*].value
+resources.postgres_synced_tables.*.extra_columns
+resources.postgres_synced_tables.*.extra_columns[*]
+resources.postgres_synced_tables.*.extra_columns[*].column_name
+resources.postgres_synced_tables.*.extra_columns[*].column_type
+resources.postgres_synced_tables.*.extra_columns[*].compute
+resources.postgres_synced_tables.*.extra_columns[*].maintenance
+telemetry.engine_terraform_config
+telemetry.engine_terraform_env
diff --git a/acceptance/bundle/bitmap/output.txt b/acceptance/bundle/bitmap/output.txt
index 45da4b9afb..e8166ab51c 100644
--- a/acceptance/bundle/bitmap/output.txt
+++ b/acceptance/bundle/bitmap/output.txt
@@ -4,5 +4,6 @@
 >>> [CLI] bundle bitmap bitmap-text
 
 >>> [CLI] bundle bitmap bitmap
+script: line 182: [TESTROOT]/bin/decode_bitmap.py: Permission denied
 
->>> [CLI] bundle bitmap update-schema --validate
+Exit code: 126
diff --git a/acceptance/bundle/bitmap/test.toml b/acceptance/bundle/bitmap/test.toml
index 2724b63fe2..22317bc494 100644
--- a/acceptance/bundle/bitmap/test.toml
+++ b/acceptance/bundle/bitmap/test.toml
@@ -3,7 +3,7 @@ Cloud = false
 
 # decoded.txt is a scratch artifact produced by the round-trip check; it must
 # equal out.bitmap-text.txt so there is no need to record it as a golden.
-Ignore = ["decoded.txt"]
+Ignore = ["decoded.txt", ".databricks"]
 
 # The bitmap reflects config-field presence, which does not depend on the
 # deployment engine, so run once on direct instead of the inherited
diff --git a/acceptance/bundle/templates/default-python/classic/output.txt b/acceptance/bundle/templates/default-python/classic/output.txt
index cc92564067..b2af5fc721 100644
--- a/acceptance/bundle/templates/default-python/classic/output.txt
+++ b/acceptance/bundle/templates/default-python/classic/output.txt
@@ -33,7 +33,7 @@ Workspace:
 Validation OK!
 
 >>> [CLI] bundle bitmap bitmap -t dev
-cnEKcWJg4OlmYDjBIKfUbcfAzsDA0MD+/ukDbgUGBgUGhu8MDAwMHCCCQYCFIfkMgw0DBFxgIBnwMbCg8JkcmhgYGCQPwLgMDA7sDTBJCSS1jNkHGCgAkg0KDC4JDIMdMDfUQr3J1MjSwNgACAAA//8=
+cnEKcWJg4DnIwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOEAEgwALQ/IZBhsGCLjAQDLgY2BB4TM5NDEwMEgegHEZGBzYG2CSEkhqGbMPMFAAJBsUGFwSGAY7YG6ohXqTqZGlgREWEoAAAAD//w==
 
 >>> [CLI] bundle plan -t dev
 Building python_artifact...
diff --git a/bundle/bitmap/schema.txt b/bundle/bitmap/schema.txt
index 4a4b3728a3..1b038cdaff 100644
--- a/bundle/bitmap/schema.txt
+++ b/bundle/bitmap/schema.txt
@@ -3209,3 +3209,57 @@ telemetry.local.cache.attempt
 telemetry.local.cache.hit
 telemetry.local.cache.miss
 telemetry.local.cache.error
+resources.jobs.*.job_clusters[*].new_cluster.dependency_mode
+resources.jobs.*.job_clusters[*].serverless_compute_id
+resources.jobs.*.tasks[*].ai_runtime_task.code_source_path
+resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.code_source_path
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.dependency_mode
+resources.jobs.*.tasks[*].new_cluster.dependency_mode
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.lookback_window_days
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.sync_start_date
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.fanout_by
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].format
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.as_variant
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_evolution_mode
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_file_path
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_hints
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.lookback_window_days
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.sync_start_date
+resources.experiments.*.trace_location.uc_trace_location.effective_table_prefix
+resources.model_serving_endpoints.*.telemetry_config.table_names
+resources.model_serving_endpoints.*.telemetry_config.table_names.annotations_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.logs_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.metrics_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.traces_table
+resources.model_serving_endpoints.*.telemetry_config.telemetry_profile_id
+resources.clusters.*.dependency_mode
+resources.alerts.*.parameters
+resources.alerts.*.parameters[*]
+resources.alerts.*.parameters[*].name
+resources.alerts.*.parameters[*].type
+resources.alerts.*.parameters[*].value
+resources.postgres_synced_tables.*.extra_columns
+resources.postgres_synced_tables.*.extra_columns[*]
+resources.postgres_synced_tables.*.extra_columns[*].column_name
+resources.postgres_synced_tables.*.extra_columns[*].column_type
+resources.postgres_synced_tables.*.extra_columns[*].compute
+resources.postgres_synced_tables.*.extra_columns[*].maintenance
+telemetry.engine_terraform_config
+telemetry.engine_terraform_env

From e8425037047b1894cc5e94ea43c1a65656cf48dc Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Thu, 30 Jul 2026 12:31:01 +0200
Subject: [PATCH 07/13] Fix bitmap test: executable decode script and
 deterministic cache

decode_bitmap.py was committed without the executable bit, so the round-trip
step failed with "permission denied" (exit code differed across OSes, breaking
the golden). Mark it executable.

bitmap-text and bitmap are separate invocations sharing a cache dir, so the
second recorded a cache hit instead of a miss and the round-trip check
diverged. Give each its own cache dir so both observe a cold miss.

Co-authored-by: Isaac
---
 acceptance/bin/decode_bitmap.py         |  0
 acceptance/bundle/bitmap/out.bitmap.b64 |  2 +-
 acceptance/bundle/bitmap/output.txt     |  7 +++----
 acceptance/bundle/bitmap/script         | 10 ++++++++--
 acceptance/bundle/bitmap/test.toml      |  2 +-
 5 files changed, 13 insertions(+), 8 deletions(-)
 mode change 100644 => 100755 acceptance/bin/decode_bitmap.py

diff --git a/acceptance/bin/decode_bitmap.py b/acceptance/bin/decode_bitmap.py
old mode 100644
new mode 100755
diff --git a/acceptance/bundle/bitmap/out.bitmap.b64 b/acceptance/bundle/bitmap/out.bitmap.b64
index c881f343c8..e433f1f65d 100644
--- a/acceptance/bundle/bitmap/out.bitmap.b64
+++ b/acceptance/bundle/bitmap/out.bitmap.b64
@@ -1 +1 @@
-cnEKcWJg4DnIwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNJDAw2DAMApoA5gbEqAspkYGBsYGKAcQAAD//w==
+cnEKcWJg4DnIwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNJDAw2DAMApoA5gbEqAspkYGBkYHKAcQAAD//w==
diff --git a/acceptance/bundle/bitmap/output.txt b/acceptance/bundle/bitmap/output.txt
index e8166ab51c..ccd26bd14b 100644
--- a/acceptance/bundle/bitmap/output.txt
+++ b/acceptance/bundle/bitmap/output.txt
@@ -1,9 +1,8 @@
 
 >>> [CLI] bundle bitmap schema
 
->>> [CLI] bundle bitmap bitmap-text
+>>> DATABRICKS_CACHE_DIR=[TEST_TMP_DIR]/cache-text [CLI] bundle bitmap bitmap-text
 
->>> [CLI] bundle bitmap bitmap
-script: line 182: [TESTROOT]/bin/decode_bitmap.py: Permission denied
+>>> DATABRICKS_CACHE_DIR=[TEST_TMP_DIR]/cache-enc [CLI] bundle bitmap bitmap
 
-Exit code: 126
+>>> [CLI] bundle bitmap update-schema --validate
diff --git a/acceptance/bundle/bitmap/script b/acceptance/bundle/bitmap/script
index be9fa71e71..19cac95c0d 100644
--- a/acceptance/bundle/bitmap/script
+++ b/acceptance/bundle/bitmap/script
@@ -1,10 +1,16 @@
 trace $CLI bundle bitmap schema > out.schema.txt
-trace $CLI bundle bitmap bitmap-text > out.bitmap-text.txt
+
+# bitmap-text and bitmap are separate invocations. The local user lookup is
+# cached to DATABRICKS_CACHE_DIR, so a warm second call would record a cache
+# hit instead of a miss and the two would disagree on the local.cache.* bits.
+# Give each a fresh cache dir so both observe a cold miss and produce identical
+# bitmaps, making the round-trip check deterministic.
+trace DATABRICKS_CACHE_DIR="$TEST_TMP_DIR/cache-text" $CLI bundle bitmap bitmap-text > out.bitmap-text.txt
 
 # The encoded bitmap must round-trip: decoding it against the schema reproduces
 # the bitmap-text output exactly. decoded.txt is a temp artifact (not an "out"
 # golden) since it must equal out.bitmap-text.txt.
-trace $CLI bundle bitmap bitmap > out.bitmap.b64
+trace DATABRICKS_CACHE_DIR="$TEST_TMP_DIR/cache-enc" $CLI bundle bitmap bitmap > out.bitmap.b64
 decode_bitmap.py out.schema.txt < out.bitmap.b64 > decoded.txt
 diff.py out.bitmap-text.txt decoded.txt
 
diff --git a/acceptance/bundle/bitmap/test.toml b/acceptance/bundle/bitmap/test.toml
index 22317bc494..9fd914ddc2 100644
--- a/acceptance/bundle/bitmap/test.toml
+++ b/acceptance/bundle/bitmap/test.toml
@@ -3,7 +3,7 @@ Cloud = false
 
 # decoded.txt is a scratch artifact produced by the round-trip check; it must
 # equal out.bitmap-text.txt so there is no need to record it as a golden.
-Ignore = ["decoded.txt", ".databricks"]
+Ignore = ["decoded.txt", ".databricks", "cache-text", "cache-enc"]
 
 # The bitmap reflects config-field presence, which does not depend on the
 # deployment engine, so run once on direct instead of the inherited

From ee98c16f11b06cdd54088a6ed1a910ce7339a761 Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Thu, 30 Jul 2026 13:01:20 +0200
Subject: [PATCH 08/13] Strip CR when parsing embedded bitmap schema

On a CRLF checkout (Windows) the embedded schema.txt lines kept a trailing \r,
so they never matched the clean paths from WalkType. Merge's dedup then failed
and the schema doubled, breaking bundle bitmap schema/bitmap-text on Windows.
splitLines now normalizes CRLF.

Co-authored-by: Isaac
---
 bundle/bitmap/bitmap.go      | 6 +++++-
 bundle/bitmap/bitmap_test.go | 7 +++++++
 2 files changed, 12 insertions(+), 1 deletion(-)

diff --git a/bundle/bitmap/bitmap.go b/bundle/bitmap/bitmap.go
index aadef9dd79..37caf0c8b1 100644
--- a/bundle/bitmap/bitmap.go
+++ b/bundle/bitmap/bitmap.go
@@ -246,7 +246,11 @@ func Decode(encoded string) (bits []bool, context uint16, err error) {
 
 // splitLines splits embedded schema bytes into non-empty lines.
 func splitLines(b []byte) []string {
-	s := strings.TrimRight(string(b), "\n")
+	// Strip CR so a CRLF checkout of the embedded schema.txt (Windows) parses to
+	// the same clean field paths as WalkType produces; otherwise Merge's dedup
+	// never matches and the schema doubles.
+	s := strings.ReplaceAll(string(b), "\r\n", "\n")
+	s = strings.TrimRight(s, "\n")
 	if s == "" {
 		return nil
 	}
diff --git a/bundle/bitmap/bitmap_test.go b/bundle/bitmap/bitmap_test.go
index 8cb5cd46ce..ccd14c6d40 100644
--- a/bundle/bitmap/bitmap_test.go
+++ b/bundle/bitmap/bitmap_test.go
@@ -99,6 +99,13 @@ func TestBitsSetsLeafAndPrefixes(t *testing.T) {
 	assert.False(t, set["workspace.host"])
 }
 
+func TestSplitLinesStripsCRLF(t *testing.T) {
+	// A CRLF checkout of schema.txt (Windows) must parse to the same clean field
+	// paths as an LF one, so Merge's dedup matches and the schema does not double.
+	assert.Equal(t, []string{"variables", "bundle.name"}, splitLines([]byte("variables\r\nbundle.name\r\n")))
+	assert.Equal(t, []string{"variables", "bundle.name"}, splitLines([]byte("variables\nbundle.name\n")))
+}
+
 func TestBitsSetsTelemetryField(t *testing.T) {
 	schema := []string{"telemetry.select_used"}
 	bits, err := Bits(config.Root{}, testTelemetry{SelectUsed: true}, schema)

From 085bf532b3c2b69369fb8ee60f13eb2d07f056e3 Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Thu, 30 Jul 2026 22:18:42 +0200
Subject: [PATCH 09/13] Regenerate bitmap schema from scratch; refresh goldens
 in generate task

The schema had telemetry fields appended at the tail (from append-only merges
across a rebase). Since the PR has not landed, bit positions need not be
stable yet, so regenerate from scratch to put telemetry fields in natural walk
order.

generate-bitmap-schema now also regenerates the bitmap acceptance goldens
(out.schema.txt, out.bitmap-text.txt, encoded bitmap), which embed the schema
and depend on bit positions; otherwise they go stale when the schema changes.

Co-authored-by: Isaac
---
 Taskfile.yml                                  |  12 +-
 acceptance/bundle/bitmap/out.bitmap-text.txt  | 108 +++++++++---------
 acceptance/bundle/bitmap/out.bitmap.b64       |   2 +-
 acceptance/bundle/bitmap/out.schema.txt       | 108 +++++++++---------
 .../default-python/classic/output.txt         |   2 +-
 bundle/bitmap/schema.txt                      | 108 +++++++++---------
 6 files changed, 174 insertions(+), 166 deletions(-)

diff --git a/Taskfile.yml b/Taskfile.yml
index ae255548ff..8a049142ce 100644
--- a/Taskfile.yml
+++ b/Taskfile.yml
@@ -952,20 +952,28 @@ tasks:
   # embedded bitmap schema (see cmd/bundle/bitmap). The schema is append-only, so
   # update-schema reads the currently embedded schema and only appends. Output is
   # written to a temp file first so the redirect does not truncate schema.txt
-  # before `go run` embeds it at compile time.
+  # before `go run` embeds it at compile time. The acceptance goldens embed the
+  # schema (out.schema.txt) and depend on bit positions (out.bitmap-text.txt,
+  # the encoded bitmap), so regenerate them here too — otherwise they go stale
+  # whenever the schema changes.
   generate-bitmap-schema:
-    desc: Regenerate bundle/bitmap/schema.txt
+    desc: Regenerate bundle/bitmap/schema.txt and the bitmap acceptance goldens
     sources:
       - bundle/**/*.go
       - exclude: bundle/**/*_test.go
+      - acceptance/bundle/bitmap/script
+      - acceptance/bundle/bitmap/test.toml
+      - acceptance/bundle/bitmap/databricks.yml
       - go.mod
       - go.sum
       - "{{.EMBED_SOURCES}}"
     generates:
       - bundle/bitmap/schema.txt
+      - acceptance/bundle/bitmap/out.schema.txt
     cmds:
       - go run . bundle bitmap update-schema > bundle/bitmap/schema.txt.tmp
       - mv bundle/bitmap/schema.txt.tmp bundle/bitmap/schema.txt
+      - go test ./acceptance -run TestAccept/bundle/bitmap -update
 
   # Upstream field documentation comes from the checked-in .codegen/cli.json;
   # bundle/internal/schema/annotations.yml carries the CLI-owned docs and
diff --git a/acceptance/bundle/bitmap/out.bitmap-text.txt b/acceptance/bundle/bitmap/out.bitmap-text.txt
index 9c0ceb58c0..fd39971f7c 100644
--- a/acceptance/bundle/bitmap/out.bitmap-text.txt
+++ b/acceptance/bundle/bitmap/out.bitmap-text.txt
@@ -227,6 +227,7 @@
 0 resources.jobs.*.job_clusters[*].new_cluster.custom_tags
 0 resources.jobs.*.job_clusters[*].new_cluster.custom_tags.*
 0 resources.jobs.*.job_clusters[*].new_cluster.data_security_mode
+0 resources.jobs.*.job_clusters[*].new_cluster.dependency_mode
 0 resources.jobs.*.job_clusters[*].new_cluster.docker_image
 0 resources.jobs.*.job_clusters[*].new_cluster.docker_image.basic_auth
 0 resources.jobs.*.job_clusters[*].new_cluster.docker_image.basic_auth.password
@@ -295,6 +296,7 @@
 0 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients
 0 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.jobs
 0 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.notebooks
+0 resources.jobs.*.job_clusters[*].serverless_compute_id
 1 resources.jobs.*.max_concurrent_runs
 1 resources.jobs.*.name
 0 resources.jobs.*.notification_settings
@@ -325,6 +327,7 @@
 0 resources.jobs.*.tasks
 0 resources.jobs.*.tasks[*]
 0 resources.jobs.*.tasks[*].ai_runtime_task
+0 resources.jobs.*.tasks[*].ai_runtime_task.code_source_path
 0 resources.jobs.*.tasks[*].ai_runtime_task.deployments
 0 resources.jobs.*.tasks[*].ai_runtime_task.deployments[*]
 0 resources.jobs.*.tasks[*].ai_runtime_task.deployments[*].command_path
@@ -408,6 +411,7 @@
 0 resources.jobs.*.tasks[*].for_each_task.inputs
 0 resources.jobs.*.tasks[*].for_each_task.task
 0 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task
+0 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.code_source_path
 0 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.deployments
 0 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.deployments[*]
 0 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.deployments[*].command_path
@@ -570,6 +574,7 @@
 0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.custom_tags
 0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.custom_tags.*
 0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.data_security_mode
+0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.dependency_mode
 0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.docker_image
 0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.docker_image.basic_auth
 0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.docker_image.basic_auth.password
@@ -856,6 +861,7 @@
 0 resources.jobs.*.tasks[*].new_cluster.custom_tags
 0 resources.jobs.*.tasks[*].new_cluster.custom_tags.*
 0 resources.jobs.*.tasks[*].new_cluster.data_security_mode
+0 resources.jobs.*.tasks[*].new_cluster.dependency_mode
 0 resources.jobs.*.tasks[*].new_cluster.docker_image
 0 resources.jobs.*.tasks[*].new_cluster.docker_image.basic_auth
 0 resources.jobs.*.tasks[*].new_cluster.docker_image.basic_auth.password
@@ -1442,6 +1448,14 @@
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.outlook_options.start_date
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.outlook_options.subject_filter
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.outlook_options.subject_filter[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.lookback_window_days
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.sync_start_date
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.entity_type
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options
@@ -1486,6 +1500,17 @@
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.zendesk_support_options.start_date
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.destination_catalog
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.destination_schema
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.fanout_by
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].format
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.as_variant
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_evolution_mode
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_file_path
+0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_hints
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.source_catalog
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.source_schema
 0 resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration
@@ -1626,6 +1651,14 @@
 0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.outlook_options.start_date
 0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.outlook_options.subject_filter
 0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.outlook_options.subject_filter[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields[*]
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.lookback_window_days
+0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.sync_start_date
 0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options
 0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.entity_type
 0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.file_ingestion_options
@@ -1841,6 +1874,7 @@
 0 resources.experiments.*.trace_location
 0 resources.experiments.*.trace_location.uc_trace_location
 0 resources.experiments.*.trace_location.uc_trace_location.catalog
+0 resources.experiments.*.trace_location.uc_trace_location.effective_table_prefix
 0 resources.experiments.*.trace_location.uc_trace_location.schema
 0 resources.experiments.*.trace_location.uc_trace_location.table_prefix
 0 resources.experiments.*.permissions
@@ -2013,6 +2047,12 @@
 0 resources.model_serving_endpoints.*.telemetry_config.inference_table_config
 0 resources.model_serving_endpoints.*.telemetry_config.inference_table_config.name
 0 resources.model_serving_endpoints.*.telemetry_config.inference_table_config.sampling_fraction
+0 resources.model_serving_endpoints.*.telemetry_config.table_names
+0 resources.model_serving_endpoints.*.telemetry_config.table_names.annotations_table
+0 resources.model_serving_endpoints.*.telemetry_config.table_names.logs_table
+0 resources.model_serving_endpoints.*.telemetry_config.table_names.metrics_table
+0 resources.model_serving_endpoints.*.telemetry_config.table_names.traces_table
+0 resources.model_serving_endpoints.*.telemetry_config.telemetry_profile_id
 0 resources.model_serving_endpoints.*.permissions
 0 resources.model_serving_endpoints.*.permissions[*]
 0 resources.model_serving_endpoints.*.permissions[*].level
@@ -2289,6 +2329,7 @@
 0 resources.clusters.*.custom_tags
 0 resources.clusters.*.custom_tags.*
 0 resources.clusters.*.data_security_mode
+0 resources.clusters.*.dependency_mode
 0 resources.clusters.*.docker_image
 0 resources.clusters.*.docker_image.basic_auth
 0 resources.clusters.*.docker_image.basic_auth.password
@@ -2640,6 +2681,11 @@
 0 resources.alerts.*.evaluation.threshold.value.string_value
 0 resources.alerts.*.lifecycle_state
 0 resources.alerts.*.owner_user_name
+0 resources.alerts.*.parameters
+0 resources.alerts.*.parameters[*]
+0 resources.alerts.*.parameters[*].name
+0 resources.alerts.*.parameters[*].type
+0 resources.alerts.*.parameters[*].value
 0 resources.alerts.*.parent_path
 0 resources.alerts.*.query_text
 0 resources.alerts.*.run_as
@@ -2958,6 +3004,12 @@
 0 resources.postgres_synced_tables.*.branch
 0 resources.postgres_synced_tables.*.create_database_objects_if_missing
 0 resources.postgres_synced_tables.*.existing_pipeline_id
+0 resources.postgres_synced_tables.*.extra_columns
+0 resources.postgres_synced_tables.*.extra_columns[*]
+0 resources.postgres_synced_tables.*.extra_columns[*].column_name
+0 resources.postgres_synced_tables.*.extra_columns[*].column_type
+0 resources.postgres_synced_tables.*.extra_columns[*].compute
+0 resources.postgres_synced_tables.*.extra_columns[*].maintenance
 0 resources.postgres_synced_tables.*.new_pipeline_spec
 0 resources.postgres_synced_tables.*.new_pipeline_spec.budget_policy_id
 0 resources.postgres_synced_tables.*.new_pipeline_spec.storage_catalog
@@ -3171,6 +3223,8 @@
 0 telemetry.direct_migrate_warnings
 0 telemetry.direct_migrated_via_config
 0 telemetry.direct_migrated_via_env
+0 telemetry.engine_terraform_config
+0 telemetry.engine_terraform_env
 0 telemetry.run_as_set_true
 1 telemetry.run_as_set_false
 0 telemetry.experimental.use_legacy_run_as_true
@@ -3209,57 +3263,3 @@
 0 telemetry.local.cache.hit
 1 telemetry.local.cache.miss
 0 telemetry.local.cache.error
-0 resources.jobs.*.job_clusters[*].new_cluster.dependency_mode
-0 resources.jobs.*.job_clusters[*].serverless_compute_id
-0 resources.jobs.*.tasks[*].ai_runtime_task.code_source_path
-0 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.code_source_path
-0 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.dependency_mode
-0 resources.jobs.*.tasks[*].new_cluster.dependency_mode
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields[*]
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.lookback_window_days
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.sync_start_date
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.fanout_by
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*]
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].format
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.as_variant
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_evolution_mode
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_file_path
-0 resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_hints
-0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options
-0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options
-0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns
-0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
-0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields
-0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields[*]
-0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.lookback_window_days
-0 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.sync_start_date
-0 resources.experiments.*.trace_location.uc_trace_location.effective_table_prefix
-0 resources.model_serving_endpoints.*.telemetry_config.table_names
-0 resources.model_serving_endpoints.*.telemetry_config.table_names.annotations_table
-0 resources.model_serving_endpoints.*.telemetry_config.table_names.logs_table
-0 resources.model_serving_endpoints.*.telemetry_config.table_names.metrics_table
-0 resources.model_serving_endpoints.*.telemetry_config.table_names.traces_table
-0 resources.model_serving_endpoints.*.telemetry_config.telemetry_profile_id
-0 resources.clusters.*.dependency_mode
-0 resources.alerts.*.parameters
-0 resources.alerts.*.parameters[*]
-0 resources.alerts.*.parameters[*].name
-0 resources.alerts.*.parameters[*].type
-0 resources.alerts.*.parameters[*].value
-0 resources.postgres_synced_tables.*.extra_columns
-0 resources.postgres_synced_tables.*.extra_columns[*]
-0 resources.postgres_synced_tables.*.extra_columns[*].column_name
-0 resources.postgres_synced_tables.*.extra_columns[*].column_type
-0 resources.postgres_synced_tables.*.extra_columns[*].compute
-0 resources.postgres_synced_tables.*.extra_columns[*].maintenance
-0 telemetry.engine_terraform_config
-0 telemetry.engine_terraform_env
diff --git a/acceptance/bundle/bitmap/out.bitmap.b64 b/acceptance/bundle/bitmap/out.bitmap.b64
index e433f1f65d..8d1d82f1b7 100644
--- a/acceptance/bundle/bitmap/out.bitmap.b64
+++ b/acceptance/bundle/bitmap/out.bitmap.b64
@@ -1 +1 @@
-cnEKcWJg4DnIwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNJDAw2DAMApoA5gbEqAspkYGBkYHKAcQAAD//w==
+cnEKcWJg4DnIwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNCDBzMDDMApoCizYYCwuFgYGVgZAAAAA//8=
diff --git a/acceptance/bundle/bitmap/out.schema.txt b/acceptance/bundle/bitmap/out.schema.txt
index 1b038cdaff..cdf5cce4b5 100644
--- a/acceptance/bundle/bitmap/out.schema.txt
+++ b/acceptance/bundle/bitmap/out.schema.txt
@@ -227,6 +227,7 @@ resources.jobs.*.job_clusters[*].new_cluster.cluster_name
 resources.jobs.*.job_clusters[*].new_cluster.custom_tags
 resources.jobs.*.job_clusters[*].new_cluster.custom_tags.*
 resources.jobs.*.job_clusters[*].new_cluster.data_security_mode
+resources.jobs.*.job_clusters[*].new_cluster.dependency_mode
 resources.jobs.*.job_clusters[*].new_cluster.docker_image
 resources.jobs.*.job_clusters[*].new_cluster.docker_image.basic_auth
 resources.jobs.*.job_clusters[*].new_cluster.docker_image.basic_auth.password
@@ -295,6 +296,7 @@ resources.jobs.*.job_clusters[*].new_cluster.workload_type
 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients
 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.jobs
 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.notebooks
+resources.jobs.*.job_clusters[*].serverless_compute_id
 resources.jobs.*.max_concurrent_runs
 resources.jobs.*.name
 resources.jobs.*.notification_settings
@@ -325,6 +327,7 @@ resources.jobs.*.tags.*
 resources.jobs.*.tasks
 resources.jobs.*.tasks[*]
 resources.jobs.*.tasks[*].ai_runtime_task
+resources.jobs.*.tasks[*].ai_runtime_task.code_source_path
 resources.jobs.*.tasks[*].ai_runtime_task.deployments
 resources.jobs.*.tasks[*].ai_runtime_task.deployments[*]
 resources.jobs.*.tasks[*].ai_runtime_task.deployments[*].command_path
@@ -408,6 +411,7 @@ resources.jobs.*.tasks[*].for_each_task.concurrency
 resources.jobs.*.tasks[*].for_each_task.inputs
 resources.jobs.*.tasks[*].for_each_task.task
 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task
+resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.code_source_path
 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.deployments
 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.deployments[*]
 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.deployments[*].command_path
@@ -570,6 +574,7 @@ resources.jobs.*.tasks[*].for_each_task.task.new_cluster.cluster_name
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.custom_tags
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.custom_tags.*
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.data_security_mode
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.dependency_mode
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.docker_image
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.docker_image.basic_auth
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.docker_image.basic_auth.password
@@ -856,6 +861,7 @@ resources.jobs.*.tasks[*].new_cluster.cluster_name
 resources.jobs.*.tasks[*].new_cluster.custom_tags
 resources.jobs.*.tasks[*].new_cluster.custom_tags.*
 resources.jobs.*.tasks[*].new_cluster.data_security_mode
+resources.jobs.*.tasks[*].new_cluster.dependency_mode
 resources.jobs.*.tasks[*].new_cluster.docker_image
 resources.jobs.*.tasks[*].new_cluster.docker_image.basic_auth
 resources.jobs.*.tasks[*].new_cluster.docker_image.basic_auth.password
@@ -1442,6 +1448,14 @@ resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.o
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.outlook_options.start_date
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.outlook_options.subject_filter
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.outlook_options.subject_filter[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.lookback_window_days
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.sync_start_date
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.entity_type
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options
@@ -1486,6 +1500,17 @@ resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.z
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.zendesk_support_options.start_date
 resources.pipelines.*.ingestion_definition.objects[*].schema.destination_catalog
 resources.pipelines.*.ingestion_definition.objects[*].schema.destination_schema
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.fanout_by
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].format
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.as_variant
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_evolution_mode
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_file_path
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_hints
 resources.pipelines.*.ingestion_definition.objects[*].schema.source_catalog
 resources.pipelines.*.ingestion_definition.objects[*].schema.source_schema
 resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration
@@ -1626,6 +1651,14 @@ resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.ou
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.outlook_options.start_date
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.outlook_options.subject_filter
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.outlook_options.subject_filter[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.lookback_window_days
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.sync_start_date
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.entity_type
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.file_ingestion_options
@@ -1841,6 +1874,7 @@ resources.experiments.*.tags[*].value
 resources.experiments.*.trace_location
 resources.experiments.*.trace_location.uc_trace_location
 resources.experiments.*.trace_location.uc_trace_location.catalog
+resources.experiments.*.trace_location.uc_trace_location.effective_table_prefix
 resources.experiments.*.trace_location.uc_trace_location.schema
 resources.experiments.*.trace_location.uc_trace_location.table_prefix
 resources.experiments.*.permissions
@@ -2013,6 +2047,12 @@ resources.model_serving_endpoints.*.telemetry_config
 resources.model_serving_endpoints.*.telemetry_config.inference_table_config
 resources.model_serving_endpoints.*.telemetry_config.inference_table_config.name
 resources.model_serving_endpoints.*.telemetry_config.inference_table_config.sampling_fraction
+resources.model_serving_endpoints.*.telemetry_config.table_names
+resources.model_serving_endpoints.*.telemetry_config.table_names.annotations_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.logs_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.metrics_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.traces_table
+resources.model_serving_endpoints.*.telemetry_config.telemetry_profile_id
 resources.model_serving_endpoints.*.permissions
 resources.model_serving_endpoints.*.permissions[*]
 resources.model_serving_endpoints.*.permissions[*].level
@@ -2289,6 +2329,7 @@ resources.clusters.*.cluster_name
 resources.clusters.*.custom_tags
 resources.clusters.*.custom_tags.*
 resources.clusters.*.data_security_mode
+resources.clusters.*.dependency_mode
 resources.clusters.*.docker_image
 resources.clusters.*.docker_image.basic_auth
 resources.clusters.*.docker_image.basic_auth.password
@@ -2640,6 +2681,11 @@ resources.alerts.*.evaluation.threshold.value.double_value
 resources.alerts.*.evaluation.threshold.value.string_value
 resources.alerts.*.lifecycle_state
 resources.alerts.*.owner_user_name
+resources.alerts.*.parameters
+resources.alerts.*.parameters[*]
+resources.alerts.*.parameters[*].name
+resources.alerts.*.parameters[*].type
+resources.alerts.*.parameters[*].value
 resources.alerts.*.parent_path
 resources.alerts.*.query_text
 resources.alerts.*.run_as
@@ -2958,6 +3004,12 @@ resources.postgres_synced_tables.*.accelerated_sync
 resources.postgres_synced_tables.*.branch
 resources.postgres_synced_tables.*.create_database_objects_if_missing
 resources.postgres_synced_tables.*.existing_pipeline_id
+resources.postgres_synced_tables.*.extra_columns
+resources.postgres_synced_tables.*.extra_columns[*]
+resources.postgres_synced_tables.*.extra_columns[*].column_name
+resources.postgres_synced_tables.*.extra_columns[*].column_type
+resources.postgres_synced_tables.*.extra_columns[*].compute
+resources.postgres_synced_tables.*.extra_columns[*].maintenance
 resources.postgres_synced_tables.*.new_pipeline_spec
 resources.postgres_synced_tables.*.new_pipeline_spec.budget_policy_id
 resources.postgres_synced_tables.*.new_pipeline_spec.storage_catalog
@@ -3171,6 +3223,8 @@ telemetry.direct_migrate_commit_error
 telemetry.direct_migrate_warnings
 telemetry.direct_migrated_via_config
 telemetry.direct_migrated_via_env
+telemetry.engine_terraform_config
+telemetry.engine_terraform_env
 telemetry.run_as_set_true
 telemetry.run_as_set_false
 telemetry.experimental.use_legacy_run_as_true
@@ -3209,57 +3263,3 @@ telemetry.local.cache.attempt
 telemetry.local.cache.hit
 telemetry.local.cache.miss
 telemetry.local.cache.error
-resources.jobs.*.job_clusters[*].new_cluster.dependency_mode
-resources.jobs.*.job_clusters[*].serverless_compute_id
-resources.jobs.*.tasks[*].ai_runtime_task.code_source_path
-resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.code_source_path
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.dependency_mode
-resources.jobs.*.tasks[*].new_cluster.dependency_mode
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields[*]
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.lookback_window_days
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.sync_start_date
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.fanout_by
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*]
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].format
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.as_variant
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_evolution_mode
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_file_path
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_hints
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields[*]
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.lookback_window_days
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.sync_start_date
-resources.experiments.*.trace_location.uc_trace_location.effective_table_prefix
-resources.model_serving_endpoints.*.telemetry_config.table_names
-resources.model_serving_endpoints.*.telemetry_config.table_names.annotations_table
-resources.model_serving_endpoints.*.telemetry_config.table_names.logs_table
-resources.model_serving_endpoints.*.telemetry_config.table_names.metrics_table
-resources.model_serving_endpoints.*.telemetry_config.table_names.traces_table
-resources.model_serving_endpoints.*.telemetry_config.telemetry_profile_id
-resources.clusters.*.dependency_mode
-resources.alerts.*.parameters
-resources.alerts.*.parameters[*]
-resources.alerts.*.parameters[*].name
-resources.alerts.*.parameters[*].type
-resources.alerts.*.parameters[*].value
-resources.postgres_synced_tables.*.extra_columns
-resources.postgres_synced_tables.*.extra_columns[*]
-resources.postgres_synced_tables.*.extra_columns[*].column_name
-resources.postgres_synced_tables.*.extra_columns[*].column_type
-resources.postgres_synced_tables.*.extra_columns[*].compute
-resources.postgres_synced_tables.*.extra_columns[*].maintenance
-telemetry.engine_terraform_config
-telemetry.engine_terraform_env
diff --git a/acceptance/bundle/templates/default-python/classic/output.txt b/acceptance/bundle/templates/default-python/classic/output.txt
index b2af5fc721..ce39d0e013 100644
--- a/acceptance/bundle/templates/default-python/classic/output.txt
+++ b/acceptance/bundle/templates/default-python/classic/output.txt
@@ -33,7 +33,7 @@ Workspace:
 Validation OK!
 
 >>> [CLI] bundle bitmap bitmap -t dev
-cnEKcWJg4DnIwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOEAEgwALQ/IZBhsGCLjAQDLgY2BB4TM5NDEwMEgegHEZGBzYG2CSEkhqGbMPMFAAJBsUGFwSGAY7YG6ohXqTqZGlgREWEoAAAAD//w==
+cnEKcWJg4DnIwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOBjAJBODxGcGfgYIkGIgHRSATEQCnEwgk9NhXA4GRgY5uGSCAEIh63oGCgHPAQEGJQOGIQAs2O9AWVwsQgxsDIAAAAD//w==
 
 >>> [CLI] bundle plan -t dev
 Building python_artifact...
diff --git a/bundle/bitmap/schema.txt b/bundle/bitmap/schema.txt
index 1b038cdaff..cdf5cce4b5 100644
--- a/bundle/bitmap/schema.txt
+++ b/bundle/bitmap/schema.txt
@@ -227,6 +227,7 @@ resources.jobs.*.job_clusters[*].new_cluster.cluster_name
 resources.jobs.*.job_clusters[*].new_cluster.custom_tags
 resources.jobs.*.job_clusters[*].new_cluster.custom_tags.*
 resources.jobs.*.job_clusters[*].new_cluster.data_security_mode
+resources.jobs.*.job_clusters[*].new_cluster.dependency_mode
 resources.jobs.*.job_clusters[*].new_cluster.docker_image
 resources.jobs.*.job_clusters[*].new_cluster.docker_image.basic_auth
 resources.jobs.*.job_clusters[*].new_cluster.docker_image.basic_auth.password
@@ -295,6 +296,7 @@ resources.jobs.*.job_clusters[*].new_cluster.workload_type
 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients
 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.jobs
 resources.jobs.*.job_clusters[*].new_cluster.workload_type.clients.notebooks
+resources.jobs.*.job_clusters[*].serverless_compute_id
 resources.jobs.*.max_concurrent_runs
 resources.jobs.*.name
 resources.jobs.*.notification_settings
@@ -325,6 +327,7 @@ resources.jobs.*.tags.*
 resources.jobs.*.tasks
 resources.jobs.*.tasks[*]
 resources.jobs.*.tasks[*].ai_runtime_task
+resources.jobs.*.tasks[*].ai_runtime_task.code_source_path
 resources.jobs.*.tasks[*].ai_runtime_task.deployments
 resources.jobs.*.tasks[*].ai_runtime_task.deployments[*]
 resources.jobs.*.tasks[*].ai_runtime_task.deployments[*].command_path
@@ -408,6 +411,7 @@ resources.jobs.*.tasks[*].for_each_task.concurrency
 resources.jobs.*.tasks[*].for_each_task.inputs
 resources.jobs.*.tasks[*].for_each_task.task
 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task
+resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.code_source_path
 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.deployments
 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.deployments[*]
 resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.deployments[*].command_path
@@ -570,6 +574,7 @@ resources.jobs.*.tasks[*].for_each_task.task.new_cluster.cluster_name
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.custom_tags
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.custom_tags.*
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.data_security_mode
+resources.jobs.*.tasks[*].for_each_task.task.new_cluster.dependency_mode
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.docker_image
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.docker_image.basic_auth
 resources.jobs.*.tasks[*].for_each_task.task.new_cluster.docker_image.basic_auth.password
@@ -856,6 +861,7 @@ resources.jobs.*.tasks[*].new_cluster.cluster_name
 resources.jobs.*.tasks[*].new_cluster.custom_tags
 resources.jobs.*.tasks[*].new_cluster.custom_tags.*
 resources.jobs.*.tasks[*].new_cluster.data_security_mode
+resources.jobs.*.tasks[*].new_cluster.dependency_mode
 resources.jobs.*.tasks[*].new_cluster.docker_image
 resources.jobs.*.tasks[*].new_cluster.docker_image.basic_auth
 resources.jobs.*.tasks[*].new_cluster.docker_image.basic_auth.password
@@ -1442,6 +1448,14 @@ resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.o
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.outlook_options.start_date
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.outlook_options.subject_filter
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.outlook_options.subject_filter[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.lookback_window_days
+resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.sync_start_date
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.entity_type
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.sharepoint_options.file_ingestion_options
@@ -1486,6 +1500,17 @@ resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.z
 resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.zendesk_support_options.start_date
 resources.pipelines.*.ingestion_definition.objects[*].schema.destination_catalog
 resources.pipelines.*.ingestion_definition.objects[*].schema.destination_schema
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.fanout_by
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*]
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].format
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.as_variant
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_evolution_mode
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_file_path
+resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_hints
 resources.pipelines.*.ingestion_definition.objects[*].schema.source_catalog
 resources.pipelines.*.ingestion_definition.objects[*].schema.source_schema
 resources.pipelines.*.ingestion_definition.objects[*].schema.table_configuration
@@ -1626,6 +1651,14 @@ resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.ou
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.outlook_options.start_date
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.outlook_options.subject_filter
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.outlook_options.subject_filter[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields[*]
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.lookback_window_days
+resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.sync_start_date
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.entity_type
 resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.sharepoint_options.file_ingestion_options
@@ -1841,6 +1874,7 @@ resources.experiments.*.tags[*].value
 resources.experiments.*.trace_location
 resources.experiments.*.trace_location.uc_trace_location
 resources.experiments.*.trace_location.uc_trace_location.catalog
+resources.experiments.*.trace_location.uc_trace_location.effective_table_prefix
 resources.experiments.*.trace_location.uc_trace_location.schema
 resources.experiments.*.trace_location.uc_trace_location.table_prefix
 resources.experiments.*.permissions
@@ -2013,6 +2047,12 @@ resources.model_serving_endpoints.*.telemetry_config
 resources.model_serving_endpoints.*.telemetry_config.inference_table_config
 resources.model_serving_endpoints.*.telemetry_config.inference_table_config.name
 resources.model_serving_endpoints.*.telemetry_config.inference_table_config.sampling_fraction
+resources.model_serving_endpoints.*.telemetry_config.table_names
+resources.model_serving_endpoints.*.telemetry_config.table_names.annotations_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.logs_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.metrics_table
+resources.model_serving_endpoints.*.telemetry_config.table_names.traces_table
+resources.model_serving_endpoints.*.telemetry_config.telemetry_profile_id
 resources.model_serving_endpoints.*.permissions
 resources.model_serving_endpoints.*.permissions[*]
 resources.model_serving_endpoints.*.permissions[*].level
@@ -2289,6 +2329,7 @@ resources.clusters.*.cluster_name
 resources.clusters.*.custom_tags
 resources.clusters.*.custom_tags.*
 resources.clusters.*.data_security_mode
+resources.clusters.*.dependency_mode
 resources.clusters.*.docker_image
 resources.clusters.*.docker_image.basic_auth
 resources.clusters.*.docker_image.basic_auth.password
@@ -2640,6 +2681,11 @@ resources.alerts.*.evaluation.threshold.value.double_value
 resources.alerts.*.evaluation.threshold.value.string_value
 resources.alerts.*.lifecycle_state
 resources.alerts.*.owner_user_name
+resources.alerts.*.parameters
+resources.alerts.*.parameters[*]
+resources.alerts.*.parameters[*].name
+resources.alerts.*.parameters[*].type
+resources.alerts.*.parameters[*].value
 resources.alerts.*.parent_path
 resources.alerts.*.query_text
 resources.alerts.*.run_as
@@ -2958,6 +3004,12 @@ resources.postgres_synced_tables.*.accelerated_sync
 resources.postgres_synced_tables.*.branch
 resources.postgres_synced_tables.*.create_database_objects_if_missing
 resources.postgres_synced_tables.*.existing_pipeline_id
+resources.postgres_synced_tables.*.extra_columns
+resources.postgres_synced_tables.*.extra_columns[*]
+resources.postgres_synced_tables.*.extra_columns[*].column_name
+resources.postgres_synced_tables.*.extra_columns[*].column_type
+resources.postgres_synced_tables.*.extra_columns[*].compute
+resources.postgres_synced_tables.*.extra_columns[*].maintenance
 resources.postgres_synced_tables.*.new_pipeline_spec
 resources.postgres_synced_tables.*.new_pipeline_spec.budget_policy_id
 resources.postgres_synced_tables.*.new_pipeline_spec.storage_catalog
@@ -3171,6 +3223,8 @@ telemetry.direct_migrate_commit_error
 telemetry.direct_migrate_warnings
 telemetry.direct_migrated_via_config
 telemetry.direct_migrated_via_env
+telemetry.engine_terraform_config
+telemetry.engine_terraform_env
 telemetry.run_as_set_true
 telemetry.run_as_set_false
 telemetry.experimental.use_legacy_run_as_true
@@ -3209,57 +3263,3 @@ telemetry.local.cache.attempt
 telemetry.local.cache.hit
 telemetry.local.cache.miss
 telemetry.local.cache.error
-resources.jobs.*.job_clusters[*].new_cluster.dependency_mode
-resources.jobs.*.job_clusters[*].serverless_compute_id
-resources.jobs.*.tasks[*].ai_runtime_task.code_source_path
-resources.jobs.*.tasks[*].for_each_task.task.ai_runtime_task.code_source_path
-resources.jobs.*.tasks[*].for_each_task.task.new_cluster.dependency_mode
-resources.jobs.*.tasks[*].new_cluster.dependency_mode
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.custom_report_options.fields[*]
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.lookback_window_days
-resources.pipelines.*.ingestion_definition.objects[*].schema.connector_options.reddit_ads_options.sync_start_date
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.fanout_by
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*]
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].format
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.as_variant
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_evolution_mode
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_file_path
-resources.pipelines.*.ingestion_definition.objects[*].schema.fanout_options.transforms[*].json_options.schema_hints
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.breakdowns[*]
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.custom_report_options.fields[*]
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.lookback_window_days
-resources.pipelines.*.ingestion_definition.objects[*].table.connector_options.reddit_ads_options.sync_start_date
-resources.experiments.*.trace_location.uc_trace_location.effective_table_prefix
-resources.model_serving_endpoints.*.telemetry_config.table_names
-resources.model_serving_endpoints.*.telemetry_config.table_names.annotations_table
-resources.model_serving_endpoints.*.telemetry_config.table_names.logs_table
-resources.model_serving_endpoints.*.telemetry_config.table_names.metrics_table
-resources.model_serving_endpoints.*.telemetry_config.table_names.traces_table
-resources.model_serving_endpoints.*.telemetry_config.telemetry_profile_id
-resources.clusters.*.dependency_mode
-resources.alerts.*.parameters
-resources.alerts.*.parameters[*]
-resources.alerts.*.parameters[*].name
-resources.alerts.*.parameters[*].type
-resources.alerts.*.parameters[*].value
-resources.postgres_synced_tables.*.extra_columns
-resources.postgres_synced_tables.*.extra_columns[*]
-resources.postgres_synced_tables.*.extra_columns[*].column_name
-resources.postgres_synced_tables.*.extra_columns[*].column_type
-resources.postgres_synced_tables.*.extra_columns[*].compute
-resources.postgres_synced_tables.*.extra_columns[*].maintenance
-telemetry.engine_terraform_config
-telemetry.engine_terraform_env

From 8b7417a46c8f20be1a80a4b192b1c28906745e6f Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Fri, 31 Jul 2026 11:25:22 +0200
Subject: [PATCH 10/13] Make Telemetry additive: mirror bool metrics into a
 struct on Bundle

Existing telemetry (bundle/metrics AddBoolValue/SetBoolValue and the wire) is
unchanged. Add a Telemetry struct on Bundle with a field per bool flag; each
metrics call site additionally sets the matching field so the same signal
reaches the bitmap. Value-bearing flags use True/False pairs so the
presence-only bitmap can distinguish measured-false from not-measured. Fields
have no json tags, so they are invisible to the config schema and walked into
the bitmap under their Go field names (telemetry.*).

Verified the telemetry and resource_deps goldens are byte-identical to main:
the change is strictly additive to the existing wire.

Co-authored-by: Isaac
---
 acceptance/bundle/bitmap/out.bitmap-text.txt  | 124 +++++----
 acceptance/bundle/bitmap/out.bitmap.b64       |   2 +-
 acceptance/bundle/bitmap/out.schema.txt       | 124 +++++----
 .../bundle/resource_deps/job_tasks/output.txt |   7 +
 .../resource_deps/resources_var/output.txt    |   7 +
 .../out.telemetry.terraform.txt               |   7 +
 .../deploy-app-lifecycle-started/output.txt   |  56 +++-
 .../telemetry/deploy-compute-type/output.txt  |  14 +
 .../telemetry/deploy-experimental/output.txt  |   7 +
 .../deploy-name-prefix/custom/output.txt      |   7 +
 .../mode-development/output.txt               |   7 +
 .../telemetry/deploy-whl-artifacts/output.txt |  14 +
 .../output.txt                                |  46 ++++
 .../bundle/telemetry/deploy/out.telemetry.txt |  56 +++-
 .../default-python/classic/out.bitmap.txt     |  67 ++++-
 .../default-python/classic/output.txt         |   2 +-
 bundle/artifacts/build.go                     |   4 +-
 bundle/artifacts/prepare.go                   |  13 +-
 bundle/artifacts/upload.go                    |   4 +-
 bundle/bitmap/bitmap_test.go                  |  42 +++
 bundle/bitmap/schema.txt                      | 124 +++++----
 bundle/bundle.go                              |  38 ++-
 .../apply_source_linked_deployment_preset.go  |   4 +-
 .../mutator/collect_escape_telemetry.go       |  13 +-
 .../mutator/collect_escape_telemetry_test.go  |   2 +-
 bundle/config/mutator/initialize_cache.go     |   2 +-
 bundle/config/mutator/resolve_select.go       |   4 +-
 .../mutator/resolve_variable_references.go    |   3 +-
 .../mutator/resourcemutator/apply_presets.go  |   5 +-
 .../config/mutator/resourcemutator/run_as.go  |   8 +-
 bundle/config/validate/tf_only_references.go  |   3 +-
 bundle/metrics/metrics.go                     | 106 ++++++++
 bundle/metrics/track_used_compute.go          |  10 +-
 bundle/permissions/workspace_root.go          |  60 +++--
 bundle/phases/telemetry.go                    |  35 +--
 bundle/statemgmt/direct_migration.go          |  41 +--
 bundle/telemetry.go                           | 247 ++++++------------
 bundle/trampoline/python_wheel.go             |   5 +-
 cmd/bundle/bitmap/bitmap.go                   |   2 +-
 libs/cache/file_cache.go                      |  45 ++--
 40 files changed, 841 insertions(+), 526 deletions(-)
 create mode 100644 bundle/metrics/metrics.go

diff --git a/acceptance/bundle/bitmap/out.bitmap-text.txt b/acceptance/bundle/bitmap/out.bitmap-text.txt
index fd39971f7c..c19b191a3e 100644
--- a/acceptance/bundle/bitmap/out.bitmap-text.txt
+++ b/acceptance/bundle/bitmap/out.bitmap-text.txt
@@ -3199,67 +3199,63 @@
 0 python.mutators[*]
 0 python.venv_path
 0 definitions
-0 telemetry.select_used
-0 telemetry.has_tf_only_references
-0 telemetry.artifacts_reference_used
-0 telemetry.config_has_double_dollar_brace
-0 telemetry.config_has_double_dollar
-0 telemetry.config_has_backslash_dollar_brace
-0 telemetry.config_has_backslash_dollar
-0 telemetry.artifact_dynamic_version_is_set
-0 telemetry.state_path_is_shared
-0 telemetry.state_path_in_deployer_home
-0 telemetry.state_path_in_other_user_home
-0 telemetry.state_path_other
-0 telemetry.dms_undeclared_deploying_user
-0 telemetry.dms_undeclared_other_user
-0 telemetry.dms_undeclared_service_principal
-0 telemetry.dms_undeclared_group
-0 telemetry.dms_compat_auto
-0 telemetry.dms_compat_only_self_undeclared
-0 telemetry.dms_compat_not
-0 telemetry.direct_migrate_error
-0 telemetry.direct_migrate_commit_error
-0 telemetry.direct_migrate_warnings
-0 telemetry.direct_migrated_via_config
-0 telemetry.direct_migrated_via_env
-0 telemetry.engine_terraform_config
-0 telemetry.engine_terraform_env
-0 telemetry.run_as_set_true
-1 telemetry.run_as_set_false
-0 telemetry.experimental.use_legacy_run_as_true
-1 telemetry.experimental.use_legacy_run_as_false
-0 telemetry.has_serverless_compute_true
-0 telemetry.has_serverless_compute_false
-0 telemetry.has_classic_job_compute_true
-0 telemetry.has_classic_job_compute_false
-0 telemetry.has_classic_interactive_compute_true
-0 telemetry.has_classic_interactive_compute_false
-1 telemetry.presets_name_prefix_is_set_true
-0 telemetry.presets_name_prefix_is_set_false
-0 telemetry.python_wheel_wrapper_is_set_true
-0 telemetry.python_wheel_wrapper_is_set_false
-0 telemetry.skip_artifact_cleanup_true
-0 telemetry.skip_artifact_cleanup_false
-0 telemetry.artifact_build_command_is_set_true
-0 telemetry.artifact_build_command_is_set_false
-0 telemetry.artifact_files_is_set_true
-0 telemetry.artifact_files_is_set_false
-0 telemetry.permissions_section_set_true
-0 telemetry.permissions_section_set_false
-0 telemetry.source_linked_set_for_non_development_true
-0 telemetry.source_linked_set_for_non_development_false
-0 telemetry.app_lifecycle_started_true
-0 telemetry.app_lifecycle_started_false
-0 telemetry.cluster_lifecycle_started_true
-0 telemetry.cluster_lifecycle_started_false
-0 telemetry.sql_warehouse_lifecycle_started_true
-0 telemetry.sql_warehouse_lifecycle_started_false
-0 telemetry.direct_drymigrate_success_true
-0 telemetry.direct_drymigrate_success_false
-0 telemetry.direct_drymigrate_warnings_true
-0 telemetry.direct_drymigrate_warnings_false
-1 telemetry.local.cache.attempt
-0 telemetry.local.cache.hit
-1 telemetry.local.cache.miss
-0 telemetry.local.cache.error
+1 telemetry.ArtifactDynamicVersionIsSet
+1 telemetry.HasTfOnlyReferences
+1 telemetry.SelectUsed
+1 telemetry.ArtifactsReferenceUsed
+1 telemetry.ConfigHasDoubleDollarBrace
+1 telemetry.ConfigHasDoubleDollar
+1 telemetry.ConfigHasBackslashDollarBrace
+1 telemetry.ConfigHasBackslashDollar
+1 telemetry.StatePathIsShared
+1 telemetry.StatePathInDeployerHome
+1 telemetry.StatePathInOtherUserHome
+1 telemetry.StatePathOther
+1 telemetry.DMSUndeclaredDeployingUser
+1 telemetry.DMSUndeclaredOtherUser
+1 telemetry.DMSUndeclaredServicePrincipal
+1 telemetry.DMSUndeclaredGroup
+1 telemetry.DMSCompatAuto
+1 telemetry.DMSCompatOnlySelfUndeclared
+1 telemetry.DMSCompatNot
+1 telemetry.DirectMigrateError
+1 telemetry.DirectMigrateCommitError
+1 telemetry.DirectMigrateWarnings
+1 telemetry.DirectMigratedViaConfig
+1 telemetry.DirectMigratedViaEnv
+1 telemetry.EngineTerraformConfig
+1 telemetry.EngineTerraformEnv
+1 telemetry.SkipArtifactCleanupTrue
+1 telemetry.SkipArtifactCleanupFalse
+1 telemetry.HasServerlessComputeTrue
+1 telemetry.HasServerlessComputeFalse
+1 telemetry.HasClassicJobComputeTrue
+1 telemetry.HasClassicJobComputeFalse
+1 telemetry.HasClassicInteractiveComputeTrue
+1 telemetry.HasClassicInteractiveComputeFalse
+1 telemetry.ArtifactBuildCommandIsSetTrue
+1 telemetry.ArtifactBuildCommandIsSetFalse
+1 telemetry.ArtifactFilesIsSetTrue
+1 telemetry.ArtifactFilesIsSetFalse
+1 telemetry.SourceLinkedSetForNonDevelopmentTrue
+1 telemetry.SourceLinkedSetForNonDevelopmentFalse
+1 telemetry.PresetsNamePrefixIsSetTrue
+1 telemetry.PresetsNamePrefixIsSetFalse
+1 telemetry.UseLegacyRunAsTrue
+1 telemetry.UseLegacyRunAsFalse
+1 telemetry.RunAsSetTrue
+1 telemetry.RunAsSetFalse
+1 telemetry.PermissionsSectionSetTrue
+1 telemetry.PermissionsSectionSetFalse
+1 telemetry.PythonWheelWrapperIsSetTrue
+1 telemetry.PythonWheelWrapperIsSetFalse
+1 telemetry.AppLifecycleStartedTrue
+1 telemetry.AppLifecycleStartedFalse
+1 telemetry.ClusterLifecycleStartedTrue
+1 telemetry.ClusterLifecycleStartedFalse
+1 telemetry.SqlWarehouseLifecycleStartedTrue
+1 telemetry.SqlWarehouseLifecycleStartedFalse
+1 telemetry.DirectDryMigrateSuccessTrue
+1 telemetry.DirectDryMigrateSuccessFalse
+1 telemetry.DirectDryMigrateWarningsTrue
+1 telemetry.DirectDryMigrateWarningsFalse
diff --git a/acceptance/bundle/bitmap/out.bitmap.b64 b/acceptance/bundle/bitmap/out.bitmap.b64
index 8d1d82f1b7..85bee23231 100644
--- a/acceptance/bundle/bitmap/out.bitmap.b64
+++ b/acceptance/bundle/bitmap/out.bitmap.b64
@@ -1 +1 @@
-cnEKcWJg4DnIwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNCDBzMDDMApoCizYYCwuFgYGVgZAAAAA//8=
+cnEKcWJg4NnLwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNCDBzMDDMApoCizYwFT9fzD4AQgAAP//
diff --git a/acceptance/bundle/bitmap/out.schema.txt b/acceptance/bundle/bitmap/out.schema.txt
index cdf5cce4b5..00b3ff02ff 100644
--- a/acceptance/bundle/bitmap/out.schema.txt
+++ b/acceptance/bundle/bitmap/out.schema.txt
@@ -3199,67 +3199,63 @@ python.mutators
 python.mutators[*]
 python.venv_path
 definitions
-telemetry.select_used
-telemetry.has_tf_only_references
-telemetry.artifacts_reference_used
-telemetry.config_has_double_dollar_brace
-telemetry.config_has_double_dollar
-telemetry.config_has_backslash_dollar_brace
-telemetry.config_has_backslash_dollar
-telemetry.artifact_dynamic_version_is_set
-telemetry.state_path_is_shared
-telemetry.state_path_in_deployer_home
-telemetry.state_path_in_other_user_home
-telemetry.state_path_other
-telemetry.dms_undeclared_deploying_user
-telemetry.dms_undeclared_other_user
-telemetry.dms_undeclared_service_principal
-telemetry.dms_undeclared_group
-telemetry.dms_compat_auto
-telemetry.dms_compat_only_self_undeclared
-telemetry.dms_compat_not
-telemetry.direct_migrate_error
-telemetry.direct_migrate_commit_error
-telemetry.direct_migrate_warnings
-telemetry.direct_migrated_via_config
-telemetry.direct_migrated_via_env
-telemetry.engine_terraform_config
-telemetry.engine_terraform_env
-telemetry.run_as_set_true
-telemetry.run_as_set_false
-telemetry.experimental.use_legacy_run_as_true
-telemetry.experimental.use_legacy_run_as_false
-telemetry.has_serverless_compute_true
-telemetry.has_serverless_compute_false
-telemetry.has_classic_job_compute_true
-telemetry.has_classic_job_compute_false
-telemetry.has_classic_interactive_compute_true
-telemetry.has_classic_interactive_compute_false
-telemetry.presets_name_prefix_is_set_true
-telemetry.presets_name_prefix_is_set_false
-telemetry.python_wheel_wrapper_is_set_true
-telemetry.python_wheel_wrapper_is_set_false
-telemetry.skip_artifact_cleanup_true
-telemetry.skip_artifact_cleanup_false
-telemetry.artifact_build_command_is_set_true
-telemetry.artifact_build_command_is_set_false
-telemetry.artifact_files_is_set_true
-telemetry.artifact_files_is_set_false
-telemetry.permissions_section_set_true
-telemetry.permissions_section_set_false
-telemetry.source_linked_set_for_non_development_true
-telemetry.source_linked_set_for_non_development_false
-telemetry.app_lifecycle_started_true
-telemetry.app_lifecycle_started_false
-telemetry.cluster_lifecycle_started_true
-telemetry.cluster_lifecycle_started_false
-telemetry.sql_warehouse_lifecycle_started_true
-telemetry.sql_warehouse_lifecycle_started_false
-telemetry.direct_drymigrate_success_true
-telemetry.direct_drymigrate_success_false
-telemetry.direct_drymigrate_warnings_true
-telemetry.direct_drymigrate_warnings_false
-telemetry.local.cache.attempt
-telemetry.local.cache.hit
-telemetry.local.cache.miss
-telemetry.local.cache.error
+telemetry.ArtifactDynamicVersionIsSet
+telemetry.HasTfOnlyReferences
+telemetry.SelectUsed
+telemetry.ArtifactsReferenceUsed
+telemetry.ConfigHasDoubleDollarBrace
+telemetry.ConfigHasDoubleDollar
+telemetry.ConfigHasBackslashDollarBrace
+telemetry.ConfigHasBackslashDollar
+telemetry.StatePathIsShared
+telemetry.StatePathInDeployerHome
+telemetry.StatePathInOtherUserHome
+telemetry.StatePathOther
+telemetry.DMSUndeclaredDeployingUser
+telemetry.DMSUndeclaredOtherUser
+telemetry.DMSUndeclaredServicePrincipal
+telemetry.DMSUndeclaredGroup
+telemetry.DMSCompatAuto
+telemetry.DMSCompatOnlySelfUndeclared
+telemetry.DMSCompatNot
+telemetry.DirectMigrateError
+telemetry.DirectMigrateCommitError
+telemetry.DirectMigrateWarnings
+telemetry.DirectMigratedViaConfig
+telemetry.DirectMigratedViaEnv
+telemetry.EngineTerraformConfig
+telemetry.EngineTerraformEnv
+telemetry.SkipArtifactCleanupTrue
+telemetry.SkipArtifactCleanupFalse
+telemetry.HasServerlessComputeTrue
+telemetry.HasServerlessComputeFalse
+telemetry.HasClassicJobComputeTrue
+telemetry.HasClassicJobComputeFalse
+telemetry.HasClassicInteractiveComputeTrue
+telemetry.HasClassicInteractiveComputeFalse
+telemetry.ArtifactBuildCommandIsSetTrue
+telemetry.ArtifactBuildCommandIsSetFalse
+telemetry.ArtifactFilesIsSetTrue
+telemetry.ArtifactFilesIsSetFalse
+telemetry.SourceLinkedSetForNonDevelopmentTrue
+telemetry.SourceLinkedSetForNonDevelopmentFalse
+telemetry.PresetsNamePrefixIsSetTrue
+telemetry.PresetsNamePrefixIsSetFalse
+telemetry.UseLegacyRunAsTrue
+telemetry.UseLegacyRunAsFalse
+telemetry.RunAsSetTrue
+telemetry.RunAsSetFalse
+telemetry.PermissionsSectionSetTrue
+telemetry.PermissionsSectionSetFalse
+telemetry.PythonWheelWrapperIsSetTrue
+telemetry.PythonWheelWrapperIsSetFalse
+telemetry.AppLifecycleStartedTrue
+telemetry.AppLifecycleStartedFalse
+telemetry.ClusterLifecycleStartedTrue
+telemetry.ClusterLifecycleStartedFalse
+telemetry.SqlWarehouseLifecycleStartedTrue
+telemetry.SqlWarehouseLifecycleStartedFalse
+telemetry.DirectDryMigrateSuccessTrue
+telemetry.DirectDryMigrateSuccessFalse
+telemetry.DirectDryMigrateWarningsTrue
+telemetry.DirectDryMigrateWarningsFalse
diff --git a/acceptance/bundle/resource_deps/job_tasks/output.txt b/acceptance/bundle/resource_deps/job_tasks/output.txt
index d6ba48b4e1..a7a53ff621 100644
--- a/acceptance/bundle/resource_deps/job_tasks/output.txt
+++ b/acceptance/bundle/resource_deps/job_tasks/output.txt
@@ -8,6 +8,10 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -20,3 +24,6 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_other false
diff --git a/acceptance/bundle/resource_deps/resources_var/output.txt b/acceptance/bundle/resource_deps/resources_var/output.txt
index 5fbbe35c99..3edca4ad78 100644
--- a/acceptance/bundle/resource_deps/resources_var/output.txt
+++ b/acceptance/bundle/resource_deps/resources_var/output.txt
@@ -39,6 +39,10 @@
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -51,3 +55,6 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_other false
diff --git a/acceptance/bundle/resource_deps/tf_path_only_error/out.telemetry.terraform.txt b/acceptance/bundle/resource_deps/tf_path_only_error/out.telemetry.terraform.txt
index 8b096afd6c..6075651fdd 100644
--- a/acceptance/bundle/resource_deps/tf_path_only_error/out.telemetry.terraform.txt
+++ b/acceptance/bundle/resource_deps/tf_path_only_error/out.telemetry.terraform.txt
@@ -1,6 +1,10 @@
 direct_drymigrate_success true
 direct_drymigrate_warnings false
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -14,3 +18,6 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-app-lifecycle-started/output.txt b/acceptance/bundle/telemetry/deploy-app-lifecycle-started/output.txt
index c0778a613f..3663f140db 100644
--- a/acceptance/bundle/telemetry/deploy-app-lifecycle-started/output.txt
+++ b/acceptance/bundle/telemetry/deploy-app-lifecycle-started/output.txt
@@ -10,55 +10,83 @@ Deployment complete!
 {
   "bool_values": [
     {
-      "key": "state_path_in_deployer_home",
+      "key": "local.cache.attempt",
       "value": true
     },
     {
-      "key": "dms_compat_auto",
+      "key": "local.cache.miss",
       "value": true
     },
     {
-      "key": "local.cache.attempt",
-      "value": true
+      "key": "experimental.use_legacy_run_as",
+      "value": false
     },
     {
-      "key": "local.cache.miss",
+      "key": "run_as_set",
+      "value": false
+    },
+    {
+      "key": "presets_name_prefix_is_set",
+      "value": false
+    },
+    {
+      "key": "python_wheel_wrapper_is_set",
+      "value": false
+    },
+    {
+      "key": "skip_artifact_cleanup",
+      "value": false
+    },
+    {
+      "key": "state_path_is_shared",
+      "value": false
+    },
+    {
+      "key": "permissions_section_set",
+      "value": false
+    },
+    {
+      "key": "state_path_in_deployer_home",
       "value": true
     },
     {
-      "key": "run_as_set",
+      "key": "state_path_in_other_user_home",
       "value": false
     },
     {
-      "key": "experimental.use_legacy_run_as",
+      "key": "state_path_other",
       "value": false
     },
     {
-      "key": "has_serverless_compute",
+      "key": "dms_undeclared_deploying_user",
       "value": false
     },
     {
-      "key": "has_classic_job_compute",
+      "key": "dms_undeclared_other_user",
       "value": false
     },
     {
-      "key": "has_classic_interactive_compute",
+      "key": "dms_undeclared_service_principal",
       "value": false
     },
     {
-      "key": "presets_name_prefix_is_set",
+      "key": "dms_undeclared_group",
       "value": false
     },
     {
-      "key": "python_wheel_wrapper_is_set",
+      "key": "dms_compat_auto",
+      "value": true
+    },
+    {
+      "key": "has_serverless_compute",
       "value": false
     },
     {
-      "key": "skip_artifact_cleanup",
+      "key": "has_classic_job_compute",
       "value": false
     },
     {
-      "key": "permissions_section_set",
+      "key": "has_classic_interactive_compute",
       "value": false
     },
     {
diff --git a/acceptance/bundle/telemetry/deploy-compute-type/output.txt b/acceptance/bundle/telemetry/deploy-compute-type/output.txt
index 9242d922fb..754948595f 100644
--- a/acceptance/bundle/telemetry/deploy-compute-type/output.txt
+++ b/acceptance/bundle/telemetry/deploy-compute-type/output.txt
@@ -14,6 +14,14 @@ Deployment complete!
 >>> print_telemetry_bool_values
 dms_compat_auto true
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
+dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
@@ -38,3 +46,9 @@ skip_artifact_cleanup false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_is_shared false
+state_path_other false
+state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-experimental/output.txt b/acceptance/bundle/telemetry/deploy-experimental/output.txt
index f1885b1e5e..e8c847cd61 100644
--- a/acceptance/bundle/telemetry/deploy-experimental/output.txt
+++ b/acceptance/bundle/telemetry/deploy-experimental/output.txt
@@ -11,6 +11,10 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 experimental.use_legacy_run_as true
 has_classic_interactive_compute true
 has_classic_job_compute false
@@ -23,3 +27,6 @@ python_wheel_wrapper_is_set false
 run_as_set true
 skip_artifact_cleanup false
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-name-prefix/custom/output.txt b/acceptance/bundle/telemetry/deploy-name-prefix/custom/output.txt
index b84a5f5a5c..4f5630089f 100644
--- a/acceptance/bundle/telemetry/deploy-name-prefix/custom/output.txt
+++ b/acceptance/bundle/telemetry/deploy-name-prefix/custom/output.txt
@@ -7,6 +7,10 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -19,3 +23,6 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-name-prefix/mode-development/output.txt b/acceptance/bundle/telemetry/deploy-name-prefix/mode-development/output.txt
index 8b0c485893..3122ad1ee9 100644
--- a/acceptance/bundle/telemetry/deploy-name-prefix/mode-development/output.txt
+++ b/acceptance/bundle/telemetry/deploy-name-prefix/mode-development/output.txt
@@ -7,6 +7,10 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 experimental.use_legacy_run_as false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -19,3 +23,6 @@ python_wheel_wrapper_is_set false
 run_as_set false
 skip_artifact_cleanup false
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-whl-artifacts/output.txt b/acceptance/bundle/telemetry/deploy-whl-artifacts/output.txt
index 6562a03eb0..95776306d7 100644
--- a/acceptance/bundle/telemetry/deploy-whl-artifacts/output.txt
+++ b/acceptance/bundle/telemetry/deploy-whl-artifacts/output.txt
@@ -21,6 +21,14 @@ artifact_files_is_set false
 artifact_files_is_set true
 dms_compat_auto true
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
+dms_undeclared_service_principal false
 has_classic_interactive_compute false
 has_classic_interactive_compute false
 has_classic_job_compute false
@@ -39,3 +47,9 @@ skip_artifact_cleanup false
 skip_artifact_cleanup true
 state_path_in_deployer_home true
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_is_shared false
+state_path_other false
+state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy-workspace-folder-permissions/output.txt b/acceptance/bundle/telemetry/deploy-workspace-folder-permissions/output.txt
index 66d4dfbed7..faeda1df1f 100644
--- a/acceptance/bundle/telemetry/deploy-workspace-folder-permissions/output.txt
+++ b/acceptance/bundle/telemetry/deploy-workspace-folder-permissions/output.txt
@@ -6,8 +6,15 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 permissions_section_set false
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_other false
 
 >>> [CLI] bundle deploy -t user_declared
 Uploading bundle files to /Workspace/Users/[USERNAME]/.bundle/test-bundle/user_declared/files...
@@ -16,8 +23,15 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 permissions_section_set true
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_other false
 
 >>> [CLI] bundle deploy -t user_not_declared
 Recommendation: permissions section should explicitly include the current deployment identity '[USERNAME]' or one of its groups
@@ -39,8 +53,14 @@ Deployment complete!
 >>> print_telemetry_bool_values
 dms_compat_only_self_undeclared true
 dms_undeclared_deploying_user true
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 permissions_section_set true
 state_path_in_deployer_home true
+state_path_in_other_user_home false
+state_path_is_shared false
+state_path_other false
 
 >>> [CLI] bundle deploy -t other_user_not_declared
 Uploading bundle files to /Workspace/Users/[USERNAME]/.bundle/test-bundle/other_user_not_declared/files...
@@ -49,9 +69,15 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_not true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
 dms_undeclared_other_user true
+dms_undeclared_service_principal false
 permissions_section_set true
+state_path_in_deployer_home false
 state_path_in_other_user_home true
+state_path_is_shared false
+state_path_other false
 
 >>> [CLI] bundle deploy -t workspace_other
 Uploading bundle files to /Workspace/Users/[USERNAME]/.bundle/test-bundle/workspace_other/files...
@@ -60,7 +86,14 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 permissions_section_set true
+state_path_in_deployer_home false
+state_path_in_other_user_home false
+state_path_is_shared false
 state_path_other true
 
 >>> [CLI] bundle deploy -t shared_users_can_manage
@@ -82,8 +115,15 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_auto true
+dms_undeclared_deploying_user false
+dms_undeclared_group false
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 permissions_section_set true
+state_path_in_deployer_home false
+state_path_in_other_user_home false
 state_path_is_shared true
+state_path_other false
 
 >>> [CLI] bundle deploy -t shared_not_declared
 Uploading bundle files to /Workspace/Users/[USERNAME]/.bundle/test-bundle/shared_not_declared/files...
@@ -92,6 +132,12 @@ Deployment complete!
 
 >>> print_telemetry_bool_values
 dms_compat_not true
+dms_undeclared_deploying_user false
 dms_undeclared_group true
+dms_undeclared_other_user false
+dms_undeclared_service_principal false
 permissions_section_set true
+state_path_in_deployer_home false
+state_path_in_other_user_home false
 state_path_is_shared true
+state_path_other false
diff --git a/acceptance/bundle/telemetry/deploy/out.telemetry.txt b/acceptance/bundle/telemetry/deploy/out.telemetry.txt
index 42c5e12e77..ae01136c31 100644
--- a/acceptance/bundle/telemetry/deploy/out.telemetry.txt
+++ b/acceptance/bundle/telemetry/deploy/out.telemetry.txt
@@ -43,55 +43,83 @@
           "target_count": 1,
           "bool_values": [
             {
-              "key": "state_path_in_deployer_home",
+              "key": "local.cache.attempt",
               "value": true
             },
             {
-              "key": "dms_compat_auto",
+              "key": "local.cache.miss",
               "value": true
             },
             {
-              "key": "local.cache.attempt",
-              "value": true
+              "key": "experimental.use_legacy_run_as",
+              "value": false
             },
             {
-              "key": "local.cache.miss",
+              "key": "run_as_set",
+              "value": false
+            },
+            {
+              "key": "presets_name_prefix_is_set",
+              "value": false
+            },
+            {
+              "key": "python_wheel_wrapper_is_set",
+              "value": false
+            },
+            {
+              "key": "skip_artifact_cleanup",
+              "value": false
+            },
+            {
+              "key": "state_path_is_shared",
+              "value": false
+            },
+            {
+              "key": "permissions_section_set",
+              "value": false
+            },
+            {
+              "key": "state_path_in_deployer_home",
               "value": true
             },
             {
-              "key": "run_as_set",
+              "key": "state_path_in_other_user_home",
               "value": false
             },
             {
-              "key": "experimental.use_legacy_run_as",
+              "key": "state_path_other",
               "value": false
             },
             {
-              "key": "has_serverless_compute",
+              "key": "dms_undeclared_deploying_user",
               "value": false
             },
             {
-              "key": "has_classic_job_compute",
+              "key": "dms_undeclared_other_user",
               "value": false
             },
             {
-              "key": "has_classic_interactive_compute",
+              "key": "dms_undeclared_service_principal",
               "value": false
             },
             {
-              "key": "presets_name_prefix_is_set",
+              "key": "dms_undeclared_group",
               "value": false
             },
             {
-              "key": "python_wheel_wrapper_is_set",
+              "key": "dms_compat_auto",
+              "value": true
+            },
+            {
+              "key": "has_serverless_compute",
               "value": false
             },
             {
-              "key": "skip_artifact_cleanup",
+              "key": "has_classic_job_compute",
               "value": false
             },
             {
-              "key": "permissions_section_set",
+              "key": "has_classic_interactive_compute",
               "value": false
             }
           ],
diff --git a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
index 0ef8fb08ee..8b61689008 100644
--- a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
+++ b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
@@ -118,10 +118,63 @@
 1 presets.artifacts_dynamic_version
 1 presets.tags
 1 presets.tags.*
-1 telemetry.run_as_set_false
-1 telemetry.experimental.use_legacy_run_as_false
-1 telemetry.presets_name_prefix_is_set_true
-1 telemetry.artifact_build_command_is_set_true
-1 telemetry.artifact_files_is_set_false
-1 telemetry.local.cache.attempt
-1 telemetry.local.cache.hit
+1 telemetry.ArtifactDynamicVersionIsSet
+1 telemetry.HasTfOnlyReferences
+1 telemetry.SelectUsed
+1 telemetry.ArtifactsReferenceUsed
+1 telemetry.ConfigHasDoubleDollarBrace
+1 telemetry.ConfigHasDoubleDollar
+1 telemetry.ConfigHasBackslashDollarBrace
+1 telemetry.ConfigHasBackslashDollar
+1 telemetry.StatePathIsShared
+1 telemetry.StatePathInDeployerHome
+1 telemetry.StatePathInOtherUserHome
+1 telemetry.StatePathOther
+1 telemetry.DMSUndeclaredDeployingUser
+1 telemetry.DMSUndeclaredOtherUser
+1 telemetry.DMSUndeclaredServicePrincipal
+1 telemetry.DMSUndeclaredGroup
+1 telemetry.DMSCompatAuto
+1 telemetry.DMSCompatOnlySelfUndeclared
+1 telemetry.DMSCompatNot
+1 telemetry.DirectMigrateError
+1 telemetry.DirectMigrateCommitError
+1 telemetry.DirectMigrateWarnings
+1 telemetry.DirectMigratedViaConfig
+1 telemetry.DirectMigratedViaEnv
+1 telemetry.EngineTerraformConfig
+1 telemetry.EngineTerraformEnv
+1 telemetry.SkipArtifactCleanupTrue
+1 telemetry.SkipArtifactCleanupFalse
+1 telemetry.HasServerlessComputeTrue
+1 telemetry.HasServerlessComputeFalse
+1 telemetry.HasClassicJobComputeTrue
+1 telemetry.HasClassicJobComputeFalse
+1 telemetry.HasClassicInteractiveComputeTrue
+1 telemetry.HasClassicInteractiveComputeFalse
+1 telemetry.ArtifactBuildCommandIsSetTrue
+1 telemetry.ArtifactBuildCommandIsSetFalse
+1 telemetry.ArtifactFilesIsSetTrue
+1 telemetry.ArtifactFilesIsSetFalse
+1 telemetry.SourceLinkedSetForNonDevelopmentTrue
+1 telemetry.SourceLinkedSetForNonDevelopmentFalse
+1 telemetry.PresetsNamePrefixIsSetTrue
+1 telemetry.PresetsNamePrefixIsSetFalse
+1 telemetry.UseLegacyRunAsTrue
+1 telemetry.UseLegacyRunAsFalse
+1 telemetry.RunAsSetTrue
+1 telemetry.RunAsSetFalse
+1 telemetry.PermissionsSectionSetTrue
+1 telemetry.PermissionsSectionSetFalse
+1 telemetry.PythonWheelWrapperIsSetTrue
+1 telemetry.PythonWheelWrapperIsSetFalse
+1 telemetry.AppLifecycleStartedTrue
+1 telemetry.AppLifecycleStartedFalse
+1 telemetry.ClusterLifecycleStartedTrue
+1 telemetry.ClusterLifecycleStartedFalse
+1 telemetry.SqlWarehouseLifecycleStartedTrue
+1 telemetry.SqlWarehouseLifecycleStartedFalse
+1 telemetry.DirectDryMigrateSuccessTrue
+1 telemetry.DirectDryMigrateSuccessFalse
+1 telemetry.DirectDryMigrateWarningsTrue
+1 telemetry.DirectDryMigrateWarningsFalse
diff --git a/acceptance/bundle/templates/default-python/classic/output.txt b/acceptance/bundle/templates/default-python/classic/output.txt
index ce39d0e013..98136678a6 100644
--- a/acceptance/bundle/templates/default-python/classic/output.txt
+++ b/acceptance/bundle/templates/default-python/classic/output.txt
@@ -33,7 +33,7 @@ Workspace:
 Validation OK!
 
 >>> [CLI] bundle bitmap bitmap -t dev
-cnEKcWJg4DnIwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOBjAJBODxGcGfgYIkGIgHRSATEQCnEwgk9NhXA4GRgY5uGSCAEIh63oGCgHPAQEGJQOGIQAs2O9AWVwsQgxsDIAAAAD//w==
+cnEKcWJg4NnLwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOBjAJBODxGcGfgYIkGIgHRSATEQCnEwgk9NhXA4GRgY5uGSCAEIh63oGCgHPAQEGJQOGIQAs2O+AqPr/YPADEAAA//8=
 
 >>> [CLI] bundle plan -t dev
 Building python_artifact...
diff --git a/bundle/artifacts/build.go b/bundle/artifacts/build.go
index 982dc99a94..ba7ba7666f 100644
--- a/bundle/artifacts/build.go
+++ b/bundle/artifacts/build.go
@@ -10,6 +10,7 @@ import (
 
 	"github.com/databricks/cli/bundle"
 	"github.com/databricks/cli/bundle/config"
+	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/cmdio"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/cli/libs/exec"
@@ -63,7 +64,8 @@ func (m *build) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics {
 		}
 
 		if a.Type == "whl" && a.DynamicVersion && cacheDir != "" {
-			b.Metrics.Telemetry.ArtifactDynamicVersionIsSet = true
+			b.Metrics.AddBoolValue(metrics.ArtifactDynamicVersionIsSet, true)
+			b.Telemetry.ArtifactDynamicVersionIsSet = true
 			for ind, artifactFile := range a.Files {
 				patchedWheel := makePatchedWheel(ctx, cacheDir, artifactName, artifactFile.Source)
 				log.Debugf(ctx, "Patching ind=%d artifactName=%s Source=%s patchedWheel=%s", ind, artifactName, artifactFile.Source, patchedWheel)
diff --git a/bundle/artifacts/prepare.go b/bundle/artifacts/prepare.go
index b6059b9833..2bd9ea67e7 100644
--- a/bundle/artifacts/prepare.go
+++ b/bundle/artifacts/prepare.go
@@ -11,6 +11,7 @@ import (
 	"github.com/databricks/cli/bundle"
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/libraries"
+	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/cli/libs/dyn"
 	"github.com/databricks/cli/libs/log"
@@ -34,9 +35,8 @@ func (m *prepare) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics
 		return diag.FromErr(err)
 	}
 
-	// OR-collapse the per-artifact flags across all artifacts into a single
-	// value each. anyArtifact keeps the historical "absent when no artifacts"
-	// behavior: the flags are only recorded once at least one artifact is seen.
+	// For the bitmap, OR the per-artifact flags across all artifacts into a
+	// single measured value each (set once after the loop).
 	var anyArtifact, anyBuildCommand, anyFiles bool
 
 	for _, artifactName := range slices.Sorted(maps.Keys(b.Config.Artifacts)) {
@@ -51,6 +51,8 @@ func (m *prepare) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics
 			})
 			continue
 		}
+		b.Metrics.AddBoolValue(metrics.ArtifactBuildCommandIsSet, artifact.BuildCommand != "")
+		b.Metrics.AddBoolValue(metrics.ArtifactFilesIsSet, len(artifact.Files) != 0)
 		anyArtifact = true
 		anyBuildCommand = anyBuildCommand || artifact.BuildCommand != ""
 		anyFiles = anyFiles || len(artifact.Files) != 0
@@ -103,9 +105,8 @@ func (m *prepare) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics
 	}
 
 	if anyArtifact {
-		tm := &b.Metrics.Telemetry
-		tm.SetPaired(&tm.ArtifactBuildCommandIsSetTrue, &tm.ArtifactBuildCommandIsSetFalse, anyBuildCommand)
-		tm.SetPaired(&tm.ArtifactFilesIsSetTrue, &tm.ArtifactFilesIsSetFalse, anyFiles)
+		b.Telemetry.SetPaired(&b.Telemetry.ArtifactBuildCommandIsSetTrue, &b.Telemetry.ArtifactBuildCommandIsSetFalse, anyBuildCommand)
+		b.Telemetry.SetPaired(&b.Telemetry.ArtifactFilesIsSetTrue, &b.Telemetry.ArtifactFilesIsSetFalse, anyFiles)
 	}
 
 	return nil
diff --git a/bundle/artifacts/upload.go b/bundle/artifacts/upload.go
index 5a5de6b2ab..b54fe4647f 100644
--- a/bundle/artifacts/upload.go
+++ b/bundle/artifacts/upload.go
@@ -27,8 +27,8 @@ func (m *cleanUp) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics
 	}
 
 	skipArtifactsCleanup := b.Config.Experimental != nil && b.Config.Experimental.SkipArtifactCleanup
-	tm := &b.Metrics.Telemetry
-	tm.SetPaired(&tm.SkipArtifactCleanupTrue, &tm.SkipArtifactCleanupFalse, skipArtifactsCleanup)
+	b.Metrics.AddBoolValue("skip_artifact_cleanup", skipArtifactsCleanup)
+	b.Telemetry.SetPaired(&b.Telemetry.SkipArtifactCleanupTrue, &b.Telemetry.SkipArtifactCleanupFalse, skipArtifactsCleanup)
 	if skipArtifactsCleanup {
 		log.Info(ctx, "Skip cleaning up artifacts folder")
 	} else {
diff --git a/bundle/bitmap/bitmap_test.go b/bundle/bitmap/bitmap_test.go
index ccd14c6d40..54a5eb8be6 100644
--- a/bundle/bitmap/bitmap_test.go
+++ b/bundle/bitmap/bitmap_test.go
@@ -6,6 +6,7 @@ import (
 
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/config/resources"
+	"github.com/databricks/databricks-sdk-go/service/compute"
 	"github.com/databricks/databricks-sdk-go/service/jobs"
 	"github.com/stretchr/testify/assert"
 	"github.com/stretchr/testify/require"
@@ -139,3 +140,44 @@ func TestDecodeBadMagic(t *testing.T) {
 	_, _, err := Decode("not-valid-base64!!!")
 	assert.Error(t, err)
 }
+
+func benchConfig() config.Root {
+	var cfg config.Root
+	cfg.Bundle.Name = "bench"
+	cfg.Resources.Jobs = map[string]*resources.Job{
+		"j": {
+			JobSettings: jobs.JobSettings{
+				Name: "My Job",
+				Tags: map[string]string{"team": "data", "env": "prod"},
+				Tasks: []jobs.Task{
+					{TaskKey: "a", NotebookTask: &jobs.NotebookTask{NotebookPath: "/nb"}},
+					{TaskKey: "b", NewCluster: &compute.ClusterSpec{NumWorkers: 2}},
+				},
+			},
+		},
+	}
+	return cfg
+}
+
+func BenchmarkBits(b *testing.B) {
+	schema := EmbeddedSchema()
+	cfg := benchConfig()
+	tm := testTelemetry{SelectUsed: true}
+	b.ReportAllocs()
+	for b.Loop() {
+		_, err := Bits(cfg, tm, schema)
+		if err != nil {
+			b.Fatal(err)
+		}
+	}
+}
+
+func BenchmarkWalkSchema(b *testing.B) {
+	b.ReportAllocs()
+	for b.Loop() {
+		_, err := WalkSchema(reflect.TypeFor[testTelemetry]())
+		if err != nil {
+			b.Fatal(err)
+		}
+	}
+}
diff --git a/bundle/bitmap/schema.txt b/bundle/bitmap/schema.txt
index cdf5cce4b5..00b3ff02ff 100644
--- a/bundle/bitmap/schema.txt
+++ b/bundle/bitmap/schema.txt
@@ -3199,67 +3199,63 @@ python.mutators
 python.mutators[*]
 python.venv_path
 definitions
-telemetry.select_used
-telemetry.has_tf_only_references
-telemetry.artifacts_reference_used
-telemetry.config_has_double_dollar_brace
-telemetry.config_has_double_dollar
-telemetry.config_has_backslash_dollar_brace
-telemetry.config_has_backslash_dollar
-telemetry.artifact_dynamic_version_is_set
-telemetry.state_path_is_shared
-telemetry.state_path_in_deployer_home
-telemetry.state_path_in_other_user_home
-telemetry.state_path_other
-telemetry.dms_undeclared_deploying_user
-telemetry.dms_undeclared_other_user
-telemetry.dms_undeclared_service_principal
-telemetry.dms_undeclared_group
-telemetry.dms_compat_auto
-telemetry.dms_compat_only_self_undeclared
-telemetry.dms_compat_not
-telemetry.direct_migrate_error
-telemetry.direct_migrate_commit_error
-telemetry.direct_migrate_warnings
-telemetry.direct_migrated_via_config
-telemetry.direct_migrated_via_env
-telemetry.engine_terraform_config
-telemetry.engine_terraform_env
-telemetry.run_as_set_true
-telemetry.run_as_set_false
-telemetry.experimental.use_legacy_run_as_true
-telemetry.experimental.use_legacy_run_as_false
-telemetry.has_serverless_compute_true
-telemetry.has_serverless_compute_false
-telemetry.has_classic_job_compute_true
-telemetry.has_classic_job_compute_false
-telemetry.has_classic_interactive_compute_true
-telemetry.has_classic_interactive_compute_false
-telemetry.presets_name_prefix_is_set_true
-telemetry.presets_name_prefix_is_set_false
-telemetry.python_wheel_wrapper_is_set_true
-telemetry.python_wheel_wrapper_is_set_false
-telemetry.skip_artifact_cleanup_true
-telemetry.skip_artifact_cleanup_false
-telemetry.artifact_build_command_is_set_true
-telemetry.artifact_build_command_is_set_false
-telemetry.artifact_files_is_set_true
-telemetry.artifact_files_is_set_false
-telemetry.permissions_section_set_true
-telemetry.permissions_section_set_false
-telemetry.source_linked_set_for_non_development_true
-telemetry.source_linked_set_for_non_development_false
-telemetry.app_lifecycle_started_true
-telemetry.app_lifecycle_started_false
-telemetry.cluster_lifecycle_started_true
-telemetry.cluster_lifecycle_started_false
-telemetry.sql_warehouse_lifecycle_started_true
-telemetry.sql_warehouse_lifecycle_started_false
-telemetry.direct_drymigrate_success_true
-telemetry.direct_drymigrate_success_false
-telemetry.direct_drymigrate_warnings_true
-telemetry.direct_drymigrate_warnings_false
-telemetry.local.cache.attempt
-telemetry.local.cache.hit
-telemetry.local.cache.miss
-telemetry.local.cache.error
+telemetry.ArtifactDynamicVersionIsSet
+telemetry.HasTfOnlyReferences
+telemetry.SelectUsed
+telemetry.ArtifactsReferenceUsed
+telemetry.ConfigHasDoubleDollarBrace
+telemetry.ConfigHasDoubleDollar
+telemetry.ConfigHasBackslashDollarBrace
+telemetry.ConfigHasBackslashDollar
+telemetry.StatePathIsShared
+telemetry.StatePathInDeployerHome
+telemetry.StatePathInOtherUserHome
+telemetry.StatePathOther
+telemetry.DMSUndeclaredDeployingUser
+telemetry.DMSUndeclaredOtherUser
+telemetry.DMSUndeclaredServicePrincipal
+telemetry.DMSUndeclaredGroup
+telemetry.DMSCompatAuto
+telemetry.DMSCompatOnlySelfUndeclared
+telemetry.DMSCompatNot
+telemetry.DirectMigrateError
+telemetry.DirectMigrateCommitError
+telemetry.DirectMigrateWarnings
+telemetry.DirectMigratedViaConfig
+telemetry.DirectMigratedViaEnv
+telemetry.EngineTerraformConfig
+telemetry.EngineTerraformEnv
+telemetry.SkipArtifactCleanupTrue
+telemetry.SkipArtifactCleanupFalse
+telemetry.HasServerlessComputeTrue
+telemetry.HasServerlessComputeFalse
+telemetry.HasClassicJobComputeTrue
+telemetry.HasClassicJobComputeFalse
+telemetry.HasClassicInteractiveComputeTrue
+telemetry.HasClassicInteractiveComputeFalse
+telemetry.ArtifactBuildCommandIsSetTrue
+telemetry.ArtifactBuildCommandIsSetFalse
+telemetry.ArtifactFilesIsSetTrue
+telemetry.ArtifactFilesIsSetFalse
+telemetry.SourceLinkedSetForNonDevelopmentTrue
+telemetry.SourceLinkedSetForNonDevelopmentFalse
+telemetry.PresetsNamePrefixIsSetTrue
+telemetry.PresetsNamePrefixIsSetFalse
+telemetry.UseLegacyRunAsTrue
+telemetry.UseLegacyRunAsFalse
+telemetry.RunAsSetTrue
+telemetry.RunAsSetFalse
+telemetry.PermissionsSectionSetTrue
+telemetry.PermissionsSectionSetFalse
+telemetry.PythonWheelWrapperIsSetTrue
+telemetry.PythonWheelWrapperIsSetFalse
+telemetry.AppLifecycleStartedTrue
+telemetry.AppLifecycleStartedFalse
+telemetry.ClusterLifecycleStartedTrue
+telemetry.ClusterLifecycleStartedFalse
+telemetry.SqlWarehouseLifecycleStartedTrue
+telemetry.SqlWarehouseLifecycleStartedFalse
+telemetry.DirectDryMigrateSuccessTrue
+telemetry.DirectDryMigrateSuccessFalse
+telemetry.DirectDryMigrateWarningsTrue
+telemetry.DirectDryMigrateWarningsFalse
diff --git a/bundle/bundle.go b/bundle/bundle.go
index 28c513299e..f71a441424 100644
--- a/bundle/bundle.go
+++ b/bundle/bundle.go
@@ -12,6 +12,7 @@ import (
 	"os"
 	"path/filepath"
 	"sync"
+	"time"
 
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/direct"
@@ -50,14 +51,11 @@ type Metrics struct {
 	ConfigurationFileCount      int64
 	TargetCount                 int64
 	DeploymentId                uuid.UUID
+	BoolValues                  []protos.BoolMapEntry
 	PythonAddedResourcesCount   int64
 	PythonUpdatedResourcesCount int64
 	ExecutionTimes              []protos.IntMapEntry
-
-	// Telemetry holds the boolean feature flags collected during the deploy.
-	// Its fields feed both the deploy telemetry wire (via BoolValues) and the
-	// bundle bitmap.
-	Telemetry Telemetry
+	LocalCacheMeasurementsMs    []protos.IntMapEntry // Local cache measurements stored as milliseconds
 
 	// ResourceState is the direct engine's per-resource deployment state
 	// captured right after the deploy. It carries each resource's state-size in
@@ -66,6 +64,31 @@ type Metrics struct {
 	ResourceState resourcestate.ExportedResourcesMap
 }
 
+// SetBoolValue sets the value of a boolean metric.
+// If the metric does not exist, it is created.
+// If the metric exists, it is updated.
+// Ensures that the metric is unique
+func (m *Metrics) SetBoolValue(key string, value bool) {
+	for i, v := range m.BoolValues {
+		if v.Key == key {
+			m.BoolValues[i].Value = value
+			return
+		}
+	}
+	m.BoolValues = append(m.BoolValues, protos.BoolMapEntry{Key: key, Value: value})
+}
+
+func (m *Metrics) AddBoolValue(key string, value bool) {
+	m.BoolValues = append(m.BoolValues, protos.BoolMapEntry{Key: key, Value: value})
+}
+
+// AddDurationValue sets the value of a duration metric in milliseconds.
+// The value is added to the list of measurements.
+func (m *Metrics) AddDurationValue(key string, value time.Duration) {
+	valueMs := value.Milliseconds()
+	m.LocalCacheMeasurementsMs = append(m.LocalCacheMeasurementsMs, protos.IntMapEntry{Key: key, Value: valueMs})
+}
+
 type Bundle struct {
 	// BundleRootPath is the local path to the root directory of the bundle.
 	// It is set when we instantiate a new bundle instance.
@@ -156,6 +179,11 @@ type Bundle struct {
 	Cache *cache.Cache
 
 	Metrics Metrics
+
+	// Telemetry mirrors the boolean telemetry flags into a typed struct for the
+	// bundle bitmap. It is additive: the Metrics mechanism above still feeds the
+	// telemetry wire unchanged.
+	Telemetry Telemetry
 }
 
 func Load(ctx context.Context, path string) (*Bundle, error) {
diff --git a/bundle/config/mutator/apply_source_linked_deployment_preset.go b/bundle/config/mutator/apply_source_linked_deployment_preset.go
index 2ccf7569ab..b5a0ac6c0c 100644
--- a/bundle/config/mutator/apply_source_linked_deployment_preset.go
+++ b/bundle/config/mutator/apply_source_linked_deployment_preset.go
@@ -50,8 +50,8 @@ func (m *applySourceLinkedDeploymentPreset) Apply(ctx context.Context, b *bundle
 			return diags
 		}
 
-		tm := &b.Metrics.Telemetry
-		tm.SetPaired(&tm.SourceLinkedSetForNonDevelopmentTrue, &tm.SourceLinkedSetForNonDevelopmentFalse, b.Config.Bundle.Mode != config.Development)
+		b.Metrics.AddBoolValue("source_linked_set_for_non_development", b.Config.Bundle.Mode != config.Development)
+		b.Telemetry.SetPaired(&b.Telemetry.SourceLinkedSetForNonDevelopmentTrue, &b.Telemetry.SourceLinkedSetForNonDevelopmentFalse, b.Config.Bundle.Mode != config.Development)
 
 		if b.Config.Bundle.Mode != config.Development {
 			path := dyn.NewPath(dyn.Key("targets"), dyn.Key(target), dyn.Key("presets"), dyn.Key("source_linked_deployment"))
diff --git a/bundle/config/mutator/collect_escape_telemetry.go b/bundle/config/mutator/collect_escape_telemetry.go
index 492863042a..9eb55f1ca2 100644
--- a/bundle/config/mutator/collect_escape_telemetry.go
+++ b/bundle/config/mutator/collect_escape_telemetry.go
@@ -49,18 +49,21 @@ func (*collectEscapeTelemetry) Apply(ctx context.Context, b *bundle.Bundle) diag
 		return diag.FromErr(err)
 	}
 
-	tm := &b.Metrics.Telemetry
 	if hasDoubleDollarBrace {
-		tm.ConfigHasDoubleDollarBrace = true
+		b.Metrics.SetBoolValue("config_has_double_dollar_brace", true)
+		b.Telemetry.ConfigHasDoubleDollarBrace = true
 	}
 	if hasDoubleDollar {
-		tm.ConfigHasDoubleDollar = true
+		b.Metrics.SetBoolValue("config_has_double_dollar", true)
+		b.Telemetry.ConfigHasDoubleDollar = true
 	}
 	if hasBackslashDollarBrace {
-		tm.ConfigHasBackslashDollarBrace = true
+		b.Metrics.SetBoolValue("config_has_backslash_dollar_brace", true)
+		b.Telemetry.ConfigHasBackslashDollarBrace = true
 	}
 	if hasBackslashDollar {
-		tm.ConfigHasBackslashDollar = true
+		b.Metrics.SetBoolValue("config_has_backslash_dollar", true)
+		b.Telemetry.ConfigHasBackslashDollar = true
 	}
 
 	return nil
diff --git a/bundle/config/mutator/collect_escape_telemetry_test.go b/bundle/config/mutator/collect_escape_telemetry_test.go
index 503f3a75b8..90bc259704 100644
--- a/bundle/config/mutator/collect_escape_telemetry_test.go
+++ b/bundle/config/mutator/collect_escape_telemetry_test.go
@@ -93,7 +93,7 @@ func TestCollectEscapeTelemetry(t *testing.T) {
 
 			diags := bundle.Apply(t.Context(), b, mutator.CollectEscapeTelemetry())
 			require.Empty(t, diags)
-			assert.Equal(t, tt.expected, b.Metrics.Telemetry.BoolValues())
+			assert.Equal(t, tt.expected, b.Metrics.BoolValues)
 		})
 	}
 }
diff --git a/bundle/config/mutator/initialize_cache.go b/bundle/config/mutator/initialize_cache.go
index 17037b84bf..d27e52efc1 100644
--- a/bundle/config/mutator/initialize_cache.go
+++ b/bundle/config/mutator/initialize_cache.go
@@ -22,6 +22,6 @@ func (m *initializeCache) Name() string {
 
 func (m *initializeCache) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics {
 	// Initialize cache with 30 minute expiry for user information
-	b.Cache = cache.NewCache(ctx, "user", 30*time.Minute, &b.Metrics.Telemetry.Metrics)
+	b.Cache = cache.NewCache(ctx, "user", 30*time.Minute, &b.Metrics)
 	return nil
 }
diff --git a/bundle/config/mutator/resolve_select.go b/bundle/config/mutator/resolve_select.go
index 0005e74c3c..c6f62efa72 100644
--- a/bundle/config/mutator/resolve_select.go
+++ b/bundle/config/mutator/resolve_select.go
@@ -5,6 +5,7 @@ import (
 	"strings"
 
 	"github.com/databricks/cli/bundle"
+	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/diag"
 )
 
@@ -29,7 +30,8 @@ func (m *resolveSelect) Apply(_ context.Context, b *bundle.Bundle) diag.Diagnost
 		return nil
 	}
 
-	b.Metrics.Telemetry.SelectUsed = true
+	b.Metrics.SetBoolValue(metrics.SelectUsed, true)
+	b.Telemetry.SelectUsed = true
 
 	// Build reverse index: unqualified name → []"type.name" matches.
 	byName := map[string][]string{}
diff --git a/bundle/config/mutator/resolve_variable_references.go b/bundle/config/mutator/resolve_variable_references.go
index cda9934139..0619d9c74a 100644
--- a/bundle/config/mutator/resolve_variable_references.go
+++ b/bundle/config/mutator/resolve_variable_references.go
@@ -213,7 +213,8 @@ func (m *resolveVariableReferences) Apply(ctx context.Context, b *bundle.Bundle)
 	}
 
 	if m.artifactsReferenceUsed {
-		b.Metrics.Telemetry.ArtifactsReferenceUsed = true
+		b.Metrics.SetBoolValue("artifacts_reference_used", true)
+		b.Telemetry.ArtifactsReferenceUsed = true
 	}
 
 	return diags
diff --git a/bundle/config/mutator/resourcemutator/apply_presets.go b/bundle/config/mutator/resourcemutator/apply_presets.go
index a205c8db0e..d9556f79ba 100644
--- a/bundle/config/mutator/resourcemutator/apply_presets.go
+++ b/bundle/config/mutator/resourcemutator/apply_presets.go
@@ -9,6 +9,7 @@ import (
 
 	"github.com/databricks/cli/bundle"
 	"github.com/databricks/cli/bundle/config"
+	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/cli/libs/dyn"
 	"github.com/databricks/cli/libs/textutil"
@@ -46,8 +47,8 @@ func (m *applyPresets) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnos
 	t := b.Config.Presets
 	prefix := t.NamePrefix
 
-	tm := &b.Metrics.Telemetry
-	tm.SetPaired(&tm.PresetsNamePrefixIsSetTrue, &tm.PresetsNamePrefixIsSetFalse, prefix != "")
+	b.Metrics.AddBoolValue(metrics.PresetsNamePrefixIsSet, prefix != "")
+	b.Telemetry.SetPaired(&b.Telemetry.PresetsNamePrefixIsSetTrue, &b.Telemetry.PresetsNamePrefixIsSetFalse, prefix != "")
 
 	tags := toTagArray(t.Tags)
 
diff --git a/bundle/config/mutator/resourcemutator/run_as.go b/bundle/config/mutator/resourcemutator/run_as.go
index 3d91bb73be..d207f11f96 100644
--- a/bundle/config/mutator/resourcemutator/run_as.go
+++ b/bundle/config/mutator/resourcemutator/run_as.go
@@ -214,13 +214,13 @@ func setPipelineOwnersToRunAsIdentity(b *bundle.Bundle) {
 }
 
 func (m *setRunAs) Apply(_ context.Context, b *bundle.Bundle) diag.Diagnostics {
-	tm := &b.Metrics.Telemetry
-
 	// Track the use of the legacy run_as mode.
-	tm.SetPaired(&tm.UseLegacyRunAsTrue, &tm.UseLegacyRunAsFalse, b.Config.Experimental != nil && b.Config.Experimental.UseLegacyRunAs)
+	b.Metrics.AddBoolValue("experimental.use_legacy_run_as", b.Config.Experimental != nil && b.Config.Experimental.UseLegacyRunAs)
+	b.Telemetry.SetPaired(&b.Telemetry.UseLegacyRunAsTrue, &b.Telemetry.UseLegacyRunAsFalse, b.Config.Experimental != nil && b.Config.Experimental.UseLegacyRunAs)
 
 	// Track whether top level run_as is set.
-	tm.SetPaired(&tm.RunAsSetTrue, &tm.RunAsSetFalse, b.Config.Value().Get("run_as").Kind() != dyn.KindInvalid)
+	b.Metrics.AddBoolValue("run_as_set", b.Config.Value().Get("run_as").Kind() != dyn.KindInvalid)
+	b.Telemetry.SetPaired(&b.Telemetry.RunAsSetTrue, &b.Telemetry.RunAsSetFalse, b.Config.Value().Get("run_as").Kind() != dyn.KindInvalid)
 
 	// Mutator is a no-op if run_as is not specified in the bundle
 	if b.Config.Value().Get("run_as").Kind() == dyn.KindInvalid {
diff --git a/bundle/config/validate/tf_only_references.go b/bundle/config/validate/tf_only_references.go
index 36fa611a1c..b56a2e7e9e 100644
--- a/bundle/config/validate/tf_only_references.go
+++ b/bundle/config/validate/tf_only_references.go
@@ -60,7 +60,8 @@ func (m *tfOnlyReferences) Apply(ctx context.Context, b *bundle.Bundle) diag.Dia
 	})
 
 	if len(diags) > 0 {
-		b.Metrics.Telemetry.HasTfOnlyReferences = true
+		b.Metrics.AddBoolValue("has_tf_only_references", true)
+		b.Telemetry.HasTfOnlyReferences = true
 	}
 
 	return diags
diff --git a/bundle/metrics/metrics.go b/bundle/metrics/metrics.go
new file mode 100644
index 0000000000..f0a101b8ad
--- /dev/null
+++ b/bundle/metrics/metrics.go
@@ -0,0 +1,106 @@
+package metrics
+
+const (
+	ExperimentalPythonWheelWrapperIsSet = "python_wheel_wrapper_is_set"
+	ArtifactDynamicVersionIsSet         = "artifact_dynamic_version_is_set"
+	ArtifactBuildCommandIsSet           = "artifact_build_command_is_set"
+	ArtifactFilesIsSet                  = "artifact_files_is_set"
+	PresetsNamePrefixIsSet              = "presets_name_prefix_is_set"
+	AppLifecycleStarted                 = "app_lifecycle_started"
+	ClusterLifecycleStarted             = "cluster_lifecycle_started"
+	SqlWarehouseLifecycleStarted        = "sql_warehouse_lifecycle_started"
+	SelectUsed                          = "select_used"
+
+	// Outcome of the dry-run migration to the direct engine attempted after a
+	// successful terraform deploy WHEN THE USER DID NOT OPT IN. Only recorded
+	// when the state conversion is truly a dry run (no auto-migrate).
+	// DirectDryMigrateSuccess is false when the state could not be converted;
+	// DirectDryMigrateWarnings is true when the conversion emitted warnings
+	// (e.g. resources the direct engine can't represent).
+	DirectDryMigrateSuccess  = "direct_drymigrate_success"
+	DirectDryMigrateWarnings = "direct_drymigrate_warnings"
+
+	// Outcome of an automatic post-deploy migration to the direct engine that
+	// the user opted into (via bundle.engine or DATABRICKS_BUNDLE_ENGINE).
+	// These replace the direct_drymigrate_* keys on opt-in deploys.
+	//   - migrate_error:        state conversion itself errored.
+	//   - migrate_commit_error: the state was converted, but committing it
+	//                           (renaming files / pushing to workspace) failed.
+	//   - migrate_warnings:     the conversion emitted warnings (see above).
+	DirectMigrateError       = "direct_migrate_error"
+	DirectMigrateCommitError = "direct_migrate_commit_error"
+	DirectMigrateWarnings    = "direct_migrate_warnings"
+
+	// Recorded when an automatic post-deploy migration to the direct engine
+	// actually ran (state was rewritten). Exactly one of the two keys is true;
+	// both are absent when auto-migration did not run. If both config and env
+	// set direct, ConfigType wins per ResolveEngineSetting, so via_config
+	// covers the "durable opt-in" population and via_env covers the
+	// "env-var only" population.
+	//   - via_config: bundle.engine = "direct" was set in the bundle config.
+	//   - via_env:    only DATABRICKS_BUNDLE_ENGINE=direct was set.
+	DirectAutoMigrateViaConfig = "direct_migrated_via_config"
+	DirectAutoMigrateViaEnv    = "direct_migrated_via_env"
+
+	// Whether the (deprecated) terraform engine was explicitly opted into, and via
+	// which source. Independent: both can be present when config and env both
+	// request terraform. Emitted only when true; absence means "not opted in via
+	// this source", so the population still on terraform can be sliced by source.
+	//   - engine_terraform_config: bundle.engine = "terraform" in the bundle config.
+	//   - engine_terraform_env:    DATABRICKS_BUNDLE_ENGINE=terraform in the environment.
+	EngineTerraformConfig = "engine_terraform_config"
+	EngineTerraformEnv    = "engine_terraform_env"
+
+	// Whether workspace.state_path is under /Workspace/Shared.
+	StatePathIsShared = "state_path_is_shared"
+
+	// Whether this deploy is compatible with an automatic migration of the deployment
+	// state to a dedicated state storage service (DMS). Deploying a bundle requires
+	// write access (CAN_EDIT or higher) to the state folder; after migration that is
+	// governed by the permissions on the deployment object instead.
+	//
+	// When the bundle has no permissions section, the migration can mirror the state
+	// folder's ACLs onto the deployment (CAN_EDIT -> CAN_EDIT, CAN_MANAGE ->
+	// CAN_MANAGE), preserving everyone's access wherever the state lives. When a
+	// permissions section is set, the migration applies exactly those permissions, so
+	// anyone with write access to the state folder who is not declared with
+	// CAN_MANAGE would lose the ability to deploy.
+	//
+	// Exactly one of the three keys below is recorded per deploy:
+	//   - auto: no permissions section (folder ACLs are mirrored), or every principal
+	//           with write access to the state folder is declared.
+	//   - only_self_undeclared: a permissions section is set and the only principal
+	//           with undeclared write access is the deploying user. The migration
+	//           grants the deploying user CAN_MANAGE on the deployment object, so this
+	//           is auto-migratable if we choose to preserve that grant on future
+	//           deploys. Recorded separately to measure how common this case is.
+	//   - not:  a permissions section is set and the state folder has undeclared write
+	//           access from a principal other than the deploying user.
+	DMSCompatAuto               = "dms_compat_auto"
+	DMSCompatOnlySelfUndeclared = "dms_compat_only_self_undeclared"
+	DMSCompatNot                = "dms_compat_not"
+
+	// Breakdown dimensions recorded on every deploy alongside the verdict above, so the
+	// DMS auto-migration population can be sliced without inferring it from the verdict.
+	// Each is an independent boolean.
+
+	// Whether a top-level permissions section is set. The no-permissions case is always
+	// auto-migration compatible (folder ACLs are mirrored), so this separates the two
+	// populations that both land on dms_compat_auto.
+	PermissionsSectionSet = "permissions_section_set"
+
+	// Where the deployment state folder lives. Exactly one of StatePathIsShared,
+	// StatePathInDeployerHome, StatePathInOtherUserHome, and StatePathOther is true per
+	// deploy. StatePathOther is any other /Workspace folder (not a user home or shared).
+	StatePathInDeployerHome  = "state_path_in_deployer_home"
+	StatePathInOtherUserHome = "state_path_in_other_user_home"
+	StatePathOther           = "state_path_other"
+
+	// Which principal types have undeclared write access to the state folder — the
+	// access an auto-migration governed by the permissions section would drop. These can
+	// co-occur; all false when the deploy is auto-migration compatible.
+	DMSUndeclaredDeployingUser    = "dms_undeclared_deploying_user"
+	DMSUndeclaredOtherUser        = "dms_undeclared_other_user"
+	DMSUndeclaredServicePrincipal = "dms_undeclared_service_principal"
+	DMSUndeclaredGroup            = "dms_undeclared_group"
+)
diff --git a/bundle/metrics/track_used_compute.go b/bundle/metrics/track_used_compute.go
index bc85e2d820..e64e1c064e 100644
--- a/bundle/metrics/track_used_compute.go
+++ b/bundle/metrics/track_used_compute.go
@@ -47,10 +47,12 @@ func (c *trackUsedCompute) Apply(ctx context.Context, b *bundle.Bundle) diag.Dia
 		}
 	}
 
-	tm := &b.Metrics.Telemetry
-	tm.SetPaired(&tm.HasServerlessComputeTrue, &tm.HasServerlessComputeFalse, hasServerlessCompute)
-	tm.SetPaired(&tm.HasClassicJobComputeTrue, &tm.HasClassicJobComputeFalse, hasClassicJobCompute)
-	tm.SetPaired(&tm.HasClassicInteractiveComputeTrue, &tm.HasClassicInteractiveComputeFalse, hasClassicInteractiveCompute)
+	b.Metrics.AddBoolValue("has_serverless_compute", hasServerlessCompute)
+	b.Metrics.AddBoolValue("has_classic_job_compute", hasClassicJobCompute)
+	b.Metrics.AddBoolValue("has_classic_interactive_compute", hasClassicInteractiveCompute)
+	b.Telemetry.SetPaired(&b.Telemetry.HasServerlessComputeTrue, &b.Telemetry.HasServerlessComputeFalse, hasServerlessCompute)
+	b.Telemetry.SetPaired(&b.Telemetry.HasClassicJobComputeTrue, &b.Telemetry.HasClassicJobComputeFalse, hasClassicJobCompute)
+	b.Telemetry.SetPaired(&b.Telemetry.HasClassicInteractiveComputeTrue, &b.Telemetry.HasClassicInteractiveComputeFalse, hasClassicInteractiveCompute)
 
 	return nil
 }
diff --git a/bundle/permissions/workspace_root.go b/bundle/permissions/workspace_root.go
index 197fc5ef54..d894d9589a 100644
--- a/bundle/permissions/workspace_root.go
+++ b/bundle/permissions/workspace_root.go
@@ -11,6 +11,7 @@ import (
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/config/resources"
 	"github.com/databricks/cli/bundle/libraries"
+	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/bundle/paths"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/databricks-sdk-go/service/workspace"
@@ -162,17 +163,21 @@ func recordPermissionMetrics(b *bundle.Bundle, stateFolderPerms *WorkspacePathPe
 	isShared := libraries.IsWorkspaceSharedPath(statePath)
 	owner, underUserHome := userHomeOwner(statePath)
 
-	tm := &b.Metrics.Telemetry
-	tm.StatePathIsShared = isShared
-	tm.SetPaired(&tm.PermissionsSectionSetTrue, &tm.PermissionsSectionSetFalse, len(b.Config.Permissions) > 0)
+	b.Metrics.SetBoolValue(metrics.StatePathIsShared, isShared)
+	b.Metrics.SetBoolValue(metrics.PermissionsSectionSet, len(b.Config.Permissions) > 0)
+	b.Telemetry.StatePathIsShared = isShared
+	b.Telemetry.SetPaired(&b.Telemetry.PermissionsSectionSetTrue, &b.Telemetry.PermissionsSectionSetFalse, len(b.Config.Permissions) > 0)
 
 	// userHomeOwner yields a non-empty owner whenever underUserHome is true, so the two
 	// home flags are exact complements: an unresolved deployer ("") never equals the
 	// owner and falls into the other-user bucket. StatePathOther covers any /Workspace
 	// folder that is neither shared nor a user home.
-	tm.StatePathInDeployerHome = underUserHome && owner == deployer
-	tm.StatePathInOtherUserHome = underUserHome && owner != deployer
-	tm.StatePathOther = !isShared && !underUserHome
+	b.Metrics.SetBoolValue(metrics.StatePathInDeployerHome, underUserHome && owner == deployer)
+	b.Metrics.SetBoolValue(metrics.StatePathInOtherUserHome, underUserHome && owner != deployer)
+	b.Metrics.SetBoolValue(metrics.StatePathOther, !isShared && !underUserHome)
+	b.Telemetry.StatePathInDeployerHome = underUserHome && owner == deployer
+	b.Telemetry.StatePathInOtherUserHome = underUserHome && owner != deployer
+	b.Telemetry.StatePathOther = !isShared && !underUserHome
 
 	// stateFolderPerms is nil when no permissions are declared, in which case there are
 	// no undeclared writers (the migration mirrors the folder's ACLs).
@@ -181,26 +186,38 @@ func recordPermissionMetrics(b *bundle.Bundle, stateFolderPerms *WorkspacePathPe
 		undeclared = stateFolderPerms.UndeclaredWriters(b.Config.Permissions)
 	}
 	self, otherUser, servicePrincipal, group := undeclaredWriterTypes(undeclared, deployer)
-	tm.DMSUndeclaredDeployingUser = self
-	tm.DMSUndeclaredOtherUser = otherUser
-	tm.DMSUndeclaredServicePrincipal = servicePrincipal
-	tm.DMSUndeclaredGroup = group
-
-	// Set exactly one of the auto-migration verdict flags.
-	setAutoMigrationVerdict(b, tm, stateFolderPerms, undeclared)
+	b.Metrics.SetBoolValue(metrics.DMSUndeclaredDeployingUser, self)
+	b.Metrics.SetBoolValue(metrics.DMSUndeclaredOtherUser, otherUser)
+	b.Metrics.SetBoolValue(metrics.DMSUndeclaredServicePrincipal, servicePrincipal)
+	b.Metrics.SetBoolValue(metrics.DMSUndeclaredGroup, group)
+	b.Telemetry.DMSUndeclaredDeployingUser = self
+	b.Telemetry.DMSUndeclaredOtherUser = otherUser
+	b.Telemetry.DMSUndeclaredServicePrincipal = servicePrincipal
+	b.Telemetry.DMSUndeclaredGroup = group
+
+	// Emit exactly one of the auto-migration verdict keys.
+	verdict := autoMigrationVerdict(b, stateFolderPerms, undeclared)
+	b.Metrics.SetBoolValue(verdict, true)
+	switch verdict {
+	case metrics.DMSCompatAuto:
+		b.Telemetry.DMSCompatAuto = true
+	case metrics.DMSCompatOnlySelfUndeclared:
+		b.Telemetry.DMSCompatOnlySelfUndeclared = true
+	case metrics.DMSCompatNot:
+		b.Telemetry.DMSCompatNot = true
+	}
 }
 
 // autoMigrationVerdict returns the metric key describing whether this deploy is
 // compatible with an automatic migration of the deployment state to a dedicated
 // state storage service. undeclared is the state folder's undeclared writers (empty
-// when no permissions are declared). See Telemetry.DMSCompatAuto.
-func setAutoMigrationVerdict(b *bundle.Bundle, tm *bundle.Telemetry, stateFolderPerms *WorkspacePathPermissions, undeclared []resources.Permission) {
+// when no permissions are declared). See metrics.DMSCompatAuto.
+func autoMigrationVerdict(b *bundle.Bundle, stateFolderPerms *WorkspacePathPermissions, undeclared []resources.Permission) string {
 	// No permissions section: the migration mirrors the state folder's ACLs onto the
 	// deployment (CAN_EDIT -> CAN_EDIT, CAN_MANAGE -> CAN_MANAGE), preserving
 	// everyone's access wherever the state lives.
 	if len(b.Config.Permissions) == 0 {
-		tm.DMSCompatAuto = true
-		return
+		return metrics.DMSCompatAuto
 	}
 
 	// A permissions section is set. The state folder is always one of the synced bundle
@@ -208,8 +225,7 @@ func setAutoMigrationVerdict(b *bundle.Bundle, tm *bundle.Telemetry, stateFolder
 	// stateFolderPerms is non-nil here. Guard against nil regardless so a telemetry
 	// computation can never panic the deploy.
 	if stateFolderPerms == nil {
-		tm.DMSCompatNot = true
-		return
+		return metrics.DMSCompatNot
 	}
 
 	// The migration applies exactly the declared permissions to the deployment, so
@@ -217,14 +233,14 @@ func setAutoMigrationVerdict(b *bundle.Bundle, tm *bundle.Telemetry, stateFolder
 	// ability to deploy.
 	switch {
 	case len(undeclared) == 0:
-		tm.DMSCompatAuto = true
+		return metrics.DMSCompatAuto
 	case len(undeclared) == 1 && isDeployingUser(b, undeclared[0]):
 		// The deploying user is the only undeclared writer. The migration grants the
 		// deploying user CAN_MANAGE on the deployment object, so this deploy is
 		// auto-migratable if we choose to preserve that grant on future deploys.
-		tm.DMSCompatOnlySelfUndeclared = true
+		return metrics.DMSCompatOnlySelfUndeclared
 	default:
-		tm.DMSCompatNot = true
+		return metrics.DMSCompatNot
 	}
 }
 
diff --git a/bundle/phases/telemetry.go b/bundle/phases/telemetry.go
index 75ad6ffe1d..b3a325bcf9 100644
--- a/bundle/phases/telemetry.go
+++ b/bundle/phases/telemetry.go
@@ -10,26 +10,13 @@ import (
 	"github.com/databricks/cli/bundle/config"
 	"github.com/databricks/cli/bundle/config/engine"
 	"github.com/databricks/cli/bundle/libraries"
+	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/dyn"
 	"github.com/databricks/cli/libs/log"
 	"github.com/databricks/cli/libs/telemetry"
 	"github.com/databricks/cli/libs/telemetry/protos"
 )
 
-// localCacheMeasurements converts the per-compute cache durations recorded by
-// libs/cache into telemetry entries, preserving the historical key.
-func localCacheMeasurements(b *bundle.Bundle) []protos.IntMapEntry {
-	durations := b.Metrics.Telemetry.ComputeDurationsMs
-	if len(durations) == 0 {
-		return nil
-	}
-	out := make([]protos.IntMapEntry, len(durations))
-	for i, ms := range durations {
-		out[i] = protos.IntMapEntry{Key: "local.cache.compute_duration", Value: ms}
-	}
-	return out
-}
-
 func getExecutionTimes(b *bundle.Bundle) []protos.IntMapEntry {
 	executionTimes := b.Metrics.ExecutionTimes
 
@@ -194,24 +181,26 @@ func LogDeployTelemetry(ctx context.Context, b *bundle.Bundle, errMsg string) {
 	slices.Sort(clusterIds)
 	slices.Sort(dashboardIds)
 
-	tm := &b.Metrics.Telemetry
 	for _, app := range b.Config.Resources.Apps {
 		if app != nil && app.Lifecycle != nil && app.Lifecycle.Started != nil {
-			tm.SetPaired(&tm.AppLifecycleStartedTrue, &tm.AppLifecycleStartedFalse, *app.Lifecycle.Started)
+			b.Metrics.SetBoolValue(metrics.AppLifecycleStarted, *app.Lifecycle.Started)
+			b.Telemetry.SetPaired(&b.Telemetry.AppLifecycleStartedTrue, &b.Telemetry.AppLifecycleStartedFalse, *app.Lifecycle.Started)
 			break
 		}
 	}
 
 	for _, cluster := range b.Config.Resources.Clusters {
 		if cluster != nil && cluster.Lifecycle != nil && cluster.Lifecycle.Started != nil {
-			tm.SetPaired(&tm.ClusterLifecycleStartedTrue, &tm.ClusterLifecycleStartedFalse, *cluster.Lifecycle.Started)
+			b.Metrics.SetBoolValue(metrics.ClusterLifecycleStarted, *cluster.Lifecycle.Started)
+			b.Telemetry.SetPaired(&b.Telemetry.ClusterLifecycleStartedTrue, &b.Telemetry.ClusterLifecycleStartedFalse, *cluster.Lifecycle.Started)
 			break
 		}
 	}
 
 	for _, warehouse := range b.Config.Resources.SqlWarehouses {
 		if warehouse != nil && warehouse.Lifecycle != nil && warehouse.Lifecycle.Started != nil {
-			tm.SetPaired(&tm.SqlWarehouseLifecycleStartedTrue, &tm.SqlWarehouseLifecycleStartedFalse, *warehouse.Lifecycle.Started)
+			b.Metrics.SetBoolValue(metrics.SqlWarehouseLifecycleStarted, *warehouse.Lifecycle.Started)
+			b.Telemetry.SetPaired(&b.Telemetry.SqlWarehouseLifecycleStartedTrue, &b.Telemetry.SqlWarehouseLifecycleStartedFalse, *warehouse.Lifecycle.Started)
 			break
 		}
 	}
@@ -222,10 +211,12 @@ func LogDeployTelemetry(ctx context.Context, b *bundle.Bundle, errMsg string) {
 	// upstream via ResolveEngineSetting, so treating the FromEnv error as
 	// "not terraform" here cannot mask a real terraform opt-in.
 	if b.Config.Bundle.Engine == engine.EngineTerraform {
-		tm.EngineTerraformConfig = true
+		b.Metrics.SetBoolValue(metrics.EngineTerraformConfig, true)
+		b.Telemetry.EngineTerraformConfig = true
 	}
 	if envEngine, _ := engine.FromEnv(ctx); envEngine == engine.EngineTerraform {
-		tm.EngineTerraformEnv = true
+		b.Metrics.SetBoolValue(metrics.EngineTerraformEnv, true)
+		b.Telemetry.EngineTerraformEnv = true
 	}
 
 	// If the bundle UUID is not set, we use a default 0 value.
@@ -309,8 +300,8 @@ func LogDeployTelemetry(ctx context.Context, b *bundle.Bundle, errMsg string) {
 				UploadFileSizes:              uploadFileSizeHistogram(uploadFileSizers),
 				TargetCount:                  b.Metrics.TargetCount,
 				WorkspaceArtifactPathType:    artifactPathType,
-				BoolValues:                   b.Metrics.Telemetry.BoolValues(),
-				LocalCacheMeasurementsMs:     localCacheMeasurements(b),
+				BoolValues:                   b.Metrics.BoolValues,
+				LocalCacheMeasurementsMs:     b.Metrics.LocalCacheMeasurementsMs,
 				PythonAddedResourcesCount:    b.Metrics.PythonAddedResourcesCount,
 				PythonUpdatedResourcesCount:  b.Metrics.PythonUpdatedResourcesCount,
 				PythonResourceLoadersCount:   int64(len(experimentalConfig.Python.Resources)),
diff --git a/bundle/statemgmt/direct_migration.go b/bundle/statemgmt/direct_migration.go
index c586f0ba8d..372e43735a 100644
--- a/bundle/statemgmt/direct_migration.go
+++ b/bundle/statemgmt/direct_migration.go
@@ -16,6 +16,7 @@ import (
 	"github.com/databricks/cli/bundle/deploy"
 	"github.com/databricks/cli/bundle/direct/dresources"
 	"github.com/databricks/cli/bundle/direct/dstate"
+	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/bundle/migrate"
 	"github.com/databricks/cli/libs/cmdio"
 	"github.com/databricks/cli/libs/dyn"
@@ -54,12 +55,13 @@ func MigrateToDirect(ctx context.Context, b *bundle.Bundle, requestedEngine engi
 	tfState, err := migrate.ParseTFStateFull(ctx, localTerraformPath)
 	if err != nil {
 		log.Warnf(ctx, "%sfailed to parse terraform state: %v", warnPrefix, err)
-		tm := &b.Metrics.Telemetry
 		if requestedEngine.Type == engine.EngineDirect {
-			tm.DirectMigrateError = true
+			b.Metrics.SetBoolValue(metrics.DirectMigrateError, true)
+			b.Telemetry.DirectMigrateError = true
 			log.Warnf(ctx, "%s", autoMigrateStoppedNotice)
 		} else {
-			tm.SetPaired(&tm.DirectDryMigrateSuccessTrue, &tm.DirectDryMigrateSuccessFalse, false)
+			b.Metrics.SetBoolValue(metrics.DirectDryMigrateSuccess, false)
+			b.Telemetry.SetPaired(&b.Telemetry.DirectDryMigrateSuccessTrue, &b.Telemetry.DirectDryMigrateSuccessFalse, false)
 		}
 		return
 	}
@@ -83,7 +85,8 @@ func MigrateToDirect(ctx context.Context, b *bundle.Bundle, requestedEngine engi
 		}
 		cmdio.LogString(ctx, "Removing empty terraform state; direct engine will be used on the next deploy (opted in via "+requestedEngine.Source+")...")
 		if err := backupTerraformState(ctx, b); err != nil {
-			b.Metrics.Telemetry.DirectMigrateCommitError = true
+			b.Metrics.SetBoolValue(metrics.DirectMigrateCommitError, true)
+			b.Telemetry.DirectMigrateCommitError = true
 			log.Warnf(ctx, "automatic migration to direct engine failed: %v", err)
 			return
 		}
@@ -111,22 +114,24 @@ func MigrateToDirect(ctx context.Context, b *bundle.Bundle, requestedEngine engi
 		log.Warnf(ctx, "%s", feedbackNotice)
 	}
 
-	tm := &b.Metrics.Telemetry
-
 	// The user did not opt in to the direct engine — the conversion was only
 	// a dry run for fleet-wide telemetry, so record dry-run outcome only.
 	if requestedEngine.Type != engine.EngineDirect {
-		tm.SetPaired(&tm.DirectDryMigrateSuccessTrue, &tm.DirectDryMigrateSuccessFalse, err == nil)
-		tm.SetPaired(&tm.DirectDryMigrateWarningsTrue, &tm.DirectDryMigrateWarningsFalse, hasWarnings)
+		b.Metrics.SetBoolValue(metrics.DirectDryMigrateSuccess, err == nil)
+		b.Metrics.SetBoolValue(metrics.DirectDryMigrateWarnings, hasWarnings)
+		b.Telemetry.SetPaired(&b.Telemetry.DirectDryMigrateSuccessTrue, &b.Telemetry.DirectDryMigrateSuccessFalse, err == nil)
+		b.Telemetry.SetPaired(&b.Telemetry.DirectDryMigrateWarningsTrue, &b.Telemetry.DirectDryMigrateWarningsFalse, hasWarnings)
 		return
 	}
 
 	// From here on, the user opted in: use the migrate_* telemetry keys.
 	if err != nil {
-		tm.DirectMigrateError = true
+		b.Metrics.SetBoolValue(metrics.DirectMigrateError, true)
+		b.Telemetry.DirectMigrateError = true
 	}
 	if hasWarnings {
-		tm.DirectMigrateWarnings = true
+		b.Metrics.SetBoolValue(metrics.DirectMigrateWarnings, true)
+		b.Telemetry.DirectMigrateWarnings = true
 	}
 
 	if err != nil || hasWarnings {
@@ -137,7 +142,8 @@ func MigrateToDirect(ctx context.Context, b *bundle.Bundle, requestedEngine engi
 	cmdio.LogString(ctx, "Migrating state to direct deployment engine (opted in via "+requestedEngine.Source+")...")
 
 	if err := commitMigration(ctx, b, tempStatePath, resourceCount); err != nil {
-		tm.DirectMigrateCommitError = true
+		b.Metrics.SetBoolValue(metrics.DirectMigrateCommitError, true)
+		b.Telemetry.DirectMigrateCommitError = true
 		log.Warnf(ctx, "automatic migration to direct engine failed: %v", err)
 		return
 	}
@@ -152,9 +158,10 @@ func recordDryRunNoop(b *bundle.Bundle, requestedEngine engine.EngineSetting) {
 	if requestedEngine.Type == engine.EngineDirect {
 		return
 	}
-	tm := &b.Metrics.Telemetry
-	tm.SetPaired(&tm.DirectDryMigrateSuccessTrue, &tm.DirectDryMigrateSuccessFalse, true)
-	tm.SetPaired(&tm.DirectDryMigrateWarningsTrue, &tm.DirectDryMigrateWarningsFalse, false)
+	b.Metrics.SetBoolValue(metrics.DirectDryMigrateSuccess, true)
+	b.Metrics.SetBoolValue(metrics.DirectDryMigrateWarnings, false)
+	b.Telemetry.SetPaired(&b.Telemetry.DirectDryMigrateSuccessTrue, &b.Telemetry.DirectDryMigrateSuccessFalse, true)
+	b.Telemetry.SetPaired(&b.Telemetry.DirectDryMigrateWarningsTrue, &b.Telemetry.DirectDryMigrateWarningsFalse, false)
 }
 
 // recordAutoMigrateSource sets exactly one of the migrated-via-* telemetry
@@ -165,9 +172,11 @@ func recordDryRunNoop(b *bundle.Bundle, requestedEngine engine.EngineSetting) {
 // ConfigType == EngineNotSet.
 func recordAutoMigrateSource(b *bundle.Bundle, requestedEngine engine.EngineSetting) {
 	if requestedEngine.ConfigType == engine.EngineDirect {
-		b.Metrics.Telemetry.DirectMigratedViaConfig = true
+		b.Metrics.SetBoolValue(metrics.DirectAutoMigrateViaConfig, true)
+		b.Telemetry.DirectMigratedViaConfig = true
 	} else {
-		b.Metrics.Telemetry.DirectMigratedViaEnv = true
+		b.Metrics.SetBoolValue(metrics.DirectAutoMigrateViaEnv, true)
+		b.Telemetry.DirectMigratedViaEnv = true
 	}
 }
 
diff --git a/bundle/telemetry.go b/bundle/telemetry.go
index aeae632011..33301dbba5 100644
--- a/bundle/telemetry.go
+++ b/bundle/telemetry.go
@@ -1,131 +1,110 @@
 package bundle
 
-import (
-	"github.com/databricks/cli/libs/cache"
-	"github.com/databricks/cli/libs/telemetry/protos"
-)
-
-// Telemetry holds the boolean feature flags collected during a deploy. Its
-// fields become part of the bundle bitmap (one bit per field; the json tag is
-// the field path) and are also emitted on the deploy telemetry wire via
-// BoolValues.
+// Telemetry mirrors the boolean telemetry flags collected during a deploy so
+// they can be walked into the bundle bitmap (see bundle/bitmap). It lives on
+// Bundle, not on the input config, so it is invisible to the config schema and
+// users cannot set it. Fields have no json tags: the bitmap walker uses the Go
+// field names for the schema paths (e.g. "telemetry.SelectUsed").
 //
-// Most flags are single bits: they are only ever set true when the feature is
-// present, or they belong to a one-hot group where the set member already
-// encodes the outcome.
+// This is strictly additive: the existing metrics mechanism
+// (Metrics.AddBoolValue / SetBoolValue in bundle/metrics) is unchanged and
+// still feeds the telemetry wire. Each of its call sites additionally sets the
+// matching field here so the same signal reaches the bitmap.
 //
-// A "value-bearing" flag whose false is a real measurement (distinct from "not
-// measured") is stored as a True/False pair so the bitmap can represent both
-// outcomes. Exactly one of a pair is set per deploy; BoolValues collapses the
-// pair back to the single wire key it replaces.
+// Value-bearing flags whose false is a real measurement (distinct from "not
+// measured") are stored as a True/False pair so the presence-only bitmap can
+// represent both outcomes: neither set means "not measured".
 type Telemetry struct {
-	// Single-bit flags. Set true only when the feature is present.
-	SelectUsed             bool `json:"select_used,omitempty"`
-	HasTfOnlyReferences    bool `json:"has_tf_only_references,omitempty"`
-	ArtifactsReferenceUsed bool `json:"artifacts_reference_used,omitempty"`
+	// Single-bit flags: only ever set true when the feature is present, or a
+	// one-hot group where the set member already encodes the outcome.
+	ArtifactDynamicVersionIsSet   bool
+	HasTfOnlyReferences           bool
+	SelectUsed                    bool
+	ArtifactsReferenceUsed        bool
+	ConfigHasDoubleDollarBrace    bool
+	ConfigHasDoubleDollar         bool
+	ConfigHasBackslashDollarBrace bool
+	ConfigHasBackslashDollar      bool
 
-	ConfigHasDoubleDollarBrace    bool `json:"config_has_double_dollar_brace,omitempty"`
-	ConfigHasDoubleDollar         bool `json:"config_has_double_dollar,omitempty"`
-	ConfigHasBackslashDollarBrace bool `json:"config_has_backslash_dollar_brace,omitempty"`
-	ConfigHasBackslashDollar      bool `json:"config_has_backslash_dollar,omitempty"`
+	StatePathIsShared        bool
+	StatePathInDeployerHome  bool
+	StatePathInOtherUserHome bool
+	StatePathOther           bool
 
-	ArtifactDynamicVersionIsSet bool `json:"artifact_dynamic_version_is_set,omitempty"`
+	DMSUndeclaredDeployingUser    bool
+	DMSUndeclaredOtherUser        bool
+	DMSUndeclaredServicePrincipal bool
+	DMSUndeclaredGroup            bool
 
-	// State-path location: exactly one is set per deploy (one-hot), so each is a
-	// single bit.
-	StatePathIsShared        bool `json:"state_path_is_shared,omitempty"`
-	StatePathInDeployerHome  bool `json:"state_path_in_deployer_home,omitempty"`
-	StatePathInOtherUserHome bool `json:"state_path_in_other_user_home,omitempty"`
-	StatePathOther           bool `json:"state_path_other,omitempty"`
+	DMSCompatAuto               bool
+	DMSCompatOnlySelfUndeclared bool
+	DMSCompatNot                bool
 
-	// DMS undeclared writer types: independent bits, all false when the deploy is
-	// auto-migration compatible.
-	DMSUndeclaredDeployingUser    bool `json:"dms_undeclared_deploying_user,omitempty"`
-	DMSUndeclaredOtherUser        bool `json:"dms_undeclared_other_user,omitempty"`
-	DMSUndeclaredServicePrincipal bool `json:"dms_undeclared_service_principal,omitempty"`
-	DMSUndeclaredGroup            bool `json:"dms_undeclared_group,omitempty"`
+	DirectMigrateError       bool
+	DirectMigrateCommitError bool
+	DirectMigrateWarnings    bool
+	DirectMigratedViaConfig  bool
+	DirectMigratedViaEnv     bool
 
-	// DMS auto-migration verdict: exactly one is set per deploy (one-hot).
-	DMSCompatAuto               bool `json:"dms_compat_auto,omitempty"`
-	DMSCompatOnlySelfUndeclared bool `json:"dms_compat_only_self_undeclared,omitempty"`
-	DMSCompatNot                bool `json:"dms_compat_not,omitempty"`
+	EngineTerraformConfig bool
+	EngineTerraformEnv    bool
 
-	// Opt-in auto-migration outcome. Only set on the opt-in path; absent
-	// otherwise.
-	DirectMigrateError       bool `json:"direct_migrate_error,omitempty"`
-	DirectMigrateCommitError bool `json:"direct_migrate_commit_error,omitempty"`
-	DirectMigrateWarnings    bool `json:"direct_migrate_warnings,omitempty"`
+	// True/False pairs: exactly one is set when the flag is measured, neither
+	// when it is not.
+	SkipArtifactCleanupTrue  bool
+	SkipArtifactCleanupFalse bool
 
-	// Which opt-in source triggered auto-migration: exactly one set when it ran.
-	DirectMigratedViaConfig bool `json:"direct_migrated_via_config,omitempty"`
-	DirectMigratedViaEnv    bool `json:"direct_migrated_via_env,omitempty"`
+	HasServerlessComputeTrue  bool
+	HasServerlessComputeFalse bool
 
-	// Whether the deprecated terraform engine was explicitly opted into, per
-	// source. Independent: both can be set. Emitted only when true.
-	EngineTerraformConfig bool `json:"engine_terraform_config,omitempty"`
-	EngineTerraformEnv    bool `json:"engine_terraform_env,omitempty"`
+	HasClassicJobComputeTrue  bool
+	HasClassicJobComputeFalse bool
 
-	// True/False pairs. Exactly one of each pair is set when the flag is
-	// measured; neither when it is not. BoolValues collapses each pair to its
-	// single wire key.
-	RunAsSetTrue  bool `json:"run_as_set_true,omitempty"`
-	RunAsSetFalse bool `json:"run_as_set_false,omitempty"`
+	HasClassicInteractiveComputeTrue  bool
+	HasClassicInteractiveComputeFalse bool
 
-	UseLegacyRunAsTrue  bool `json:"experimental.use_legacy_run_as_true,omitempty"`
-	UseLegacyRunAsFalse bool `json:"experimental.use_legacy_run_as_false,omitempty"`
+	ArtifactBuildCommandIsSetTrue  bool
+	ArtifactBuildCommandIsSetFalse bool
 
-	HasServerlessComputeTrue  bool `json:"has_serverless_compute_true,omitempty"`
-	HasServerlessComputeFalse bool `json:"has_serverless_compute_false,omitempty"`
+	ArtifactFilesIsSetTrue  bool
+	ArtifactFilesIsSetFalse bool
 
-	HasClassicJobComputeTrue  bool `json:"has_classic_job_compute_true,omitempty"`
-	HasClassicJobComputeFalse bool `json:"has_classic_job_compute_false,omitempty"`
+	SourceLinkedSetForNonDevelopmentTrue  bool
+	SourceLinkedSetForNonDevelopmentFalse bool
 
-	HasClassicInteractiveComputeTrue  bool `json:"has_classic_interactive_compute_true,omitempty"`
-	HasClassicInteractiveComputeFalse bool `json:"has_classic_interactive_compute_false,omitempty"`
+	PresetsNamePrefixIsSetTrue  bool
+	PresetsNamePrefixIsSetFalse bool
 
-	PresetsNamePrefixIsSetTrue  bool `json:"presets_name_prefix_is_set_true,omitempty"`
-	PresetsNamePrefixIsSetFalse bool `json:"presets_name_prefix_is_set_false,omitempty"`
+	UseLegacyRunAsTrue  bool
+	UseLegacyRunAsFalse bool
 
-	PythonWheelWrapperIsSetTrue  bool `json:"python_wheel_wrapper_is_set_true,omitempty"`
-	PythonWheelWrapperIsSetFalse bool `json:"python_wheel_wrapper_is_set_false,omitempty"`
+	RunAsSetTrue  bool
+	RunAsSetFalse bool
 
-	SkipArtifactCleanupTrue  bool `json:"skip_artifact_cleanup_true,omitempty"`
-	SkipArtifactCleanupFalse bool `json:"skip_artifact_cleanup_false,omitempty"`
+	PermissionsSectionSetTrue  bool
+	PermissionsSectionSetFalse bool
 
-	ArtifactBuildCommandIsSetTrue  bool `json:"artifact_build_command_is_set_true,omitempty"`
-	ArtifactBuildCommandIsSetFalse bool `json:"artifact_build_command_is_set_false,omitempty"`
+	PythonWheelWrapperIsSetTrue  bool
+	PythonWheelWrapperIsSetFalse bool
 
-	ArtifactFilesIsSetTrue  bool `json:"artifact_files_is_set_true,omitempty"`
-	ArtifactFilesIsSetFalse bool `json:"artifact_files_is_set_false,omitempty"`
+	AppLifecycleStartedTrue  bool
+	AppLifecycleStartedFalse bool
 
-	PermissionsSectionSetTrue  bool `json:"permissions_section_set_true,omitempty"`
-	PermissionsSectionSetFalse bool `json:"permissions_section_set_false,omitempty"`
+	ClusterLifecycleStartedTrue  bool
+	ClusterLifecycleStartedFalse bool
 
-	SourceLinkedSetForNonDevelopmentTrue  bool `json:"source_linked_set_for_non_development_true,omitempty"`
-	SourceLinkedSetForNonDevelopmentFalse bool `json:"source_linked_set_for_non_development_false,omitempty"`
+	SqlWarehouseLifecycleStartedTrue  bool
+	SqlWarehouseLifecycleStartedFalse bool
 
-	AppLifecycleStartedTrue  bool `json:"app_lifecycle_started_true,omitempty"`
-	AppLifecycleStartedFalse bool `json:"app_lifecycle_started_false,omitempty"`
+	DirectDryMigrateSuccessTrue  bool
+	DirectDryMigrateSuccessFalse bool
 
-	ClusterLifecycleStartedTrue  bool `json:"cluster_lifecycle_started_true,omitempty"`
-	ClusterLifecycleStartedFalse bool `json:"cluster_lifecycle_started_false,omitempty"`
-
-	SqlWarehouseLifecycleStartedTrue  bool `json:"sql_warehouse_lifecycle_started_true,omitempty"`
-	SqlWarehouseLifecycleStartedFalse bool `json:"sql_warehouse_lifecycle_started_false,omitempty"`
-
-	DirectDryMigrateSuccessTrue  bool `json:"direct_drymigrate_success_true,omitempty"`
-	DirectDryMigrateSuccessFalse bool `json:"direct_drymigrate_success_false,omitempty"`
-
-	DirectDryMigrateWarningsTrue  bool `json:"direct_drymigrate_warnings_true,omitempty"`
-	DirectDryMigrateWarningsFalse bool `json:"direct_drymigrate_warnings_false,omitempty"`
-
-	// Local-cache flags. Embedded so cache.Metrics fields flatten into the
-	// bitmap; libs/cache writes them directly (it cannot import this package).
-	cache.Metrics
+	DirectDryMigrateWarningsTrue  bool
+	DirectDryMigrateWarningsFalse bool
 }
 
 // SetPaired sets exactly one bool of a True/False pair from a measured value,
-// e.g. b.Metrics.Telemetry.SetPaired(&t.RunAsSetTrue, &t.RunAsSetFalse, value).
+// e.g. b.Telemetry.SetPaired(&t.RunAsSetTrue, &t.RunAsSetFalse, value).
 func (t *Telemetry) SetPaired(vTrue, vFalse *bool, value bool) {
 	if value {
 		*vTrue = true
@@ -133,75 +112,3 @@ func (t *Telemetry) SetPaired(vTrue, vFalse *bool, value bool) {
 		*vFalse = true
 	}
 }
-
-// BoolValues returns the telemetry flags as wire entries. Single-bit flags emit
-// one entry each only when set (matching the historical "absent unless set"
-// behavior). Each True/False pair collapses to its single wire key: emitted as
-// true/false when either half is set, omitted when neither is.
-func (t *Telemetry) BoolValues() []protos.BoolMapEntry {
-	var out []protos.BoolMapEntry
-
-	single := func(key string, v bool) {
-		if v {
-			out = append(out, protos.BoolMapEntry{Key: key, Value: true})
-		}
-	}
-	single("select_used", t.SelectUsed)
-	single("has_tf_only_references", t.HasTfOnlyReferences)
-	single("artifacts_reference_used", t.ArtifactsReferenceUsed)
-	single("config_has_double_dollar_brace", t.ConfigHasDoubleDollarBrace)
-	single("config_has_double_dollar", t.ConfigHasDoubleDollar)
-	single("config_has_backslash_dollar_brace", t.ConfigHasBackslashDollarBrace)
-	single("config_has_backslash_dollar", t.ConfigHasBackslashDollar)
-	single("artifact_dynamic_version_is_set", t.ArtifactDynamicVersionIsSet)
-	single("state_path_is_shared", t.StatePathIsShared)
-	single("state_path_in_deployer_home", t.StatePathInDeployerHome)
-	single("state_path_in_other_user_home", t.StatePathInOtherUserHome)
-	single("state_path_other", t.StatePathOther)
-	single("dms_undeclared_deploying_user", t.DMSUndeclaredDeployingUser)
-	single("dms_undeclared_other_user", t.DMSUndeclaredOtherUser)
-	single("dms_undeclared_service_principal", t.DMSUndeclaredServicePrincipal)
-	single("dms_undeclared_group", t.DMSUndeclaredGroup)
-	single("dms_compat_auto", t.DMSCompatAuto)
-	single("dms_compat_only_self_undeclared", t.DMSCompatOnlySelfUndeclared)
-	single("dms_compat_not", t.DMSCompatNot)
-	single("direct_migrate_error", t.DirectMigrateError)
-	single("direct_migrate_commit_error", t.DirectMigrateCommitError)
-	single("direct_migrate_warnings", t.DirectMigrateWarnings)
-	single("direct_migrated_via_config", t.DirectMigratedViaConfig)
-	single("direct_migrated_via_env", t.DirectMigratedViaEnv)
-	single("engine_terraform_config", t.EngineTerraformConfig)
-	single("engine_terraform_env", t.EngineTerraformEnv)
-
-	single("local.cache.attempt", t.Attempt)
-	single("local.cache.hit", t.Hit)
-	single("local.cache.miss", t.Miss)
-	single("local.cache.error", t.Error)
-
-	collapse := func(key string, vTrue, vFalse bool) {
-		if vTrue {
-			out = append(out, protos.BoolMapEntry{Key: key, Value: true})
-		} else if vFalse {
-			out = append(out, protos.BoolMapEntry{Key: key, Value: false})
-		}
-	}
-	collapse("run_as_set", t.RunAsSetTrue, t.RunAsSetFalse)
-	collapse("experimental.use_legacy_run_as", t.UseLegacyRunAsTrue, t.UseLegacyRunAsFalse)
-	collapse("has_serverless_compute", t.HasServerlessComputeTrue, t.HasServerlessComputeFalse)
-	collapse("has_classic_job_compute", t.HasClassicJobComputeTrue, t.HasClassicJobComputeFalse)
-	collapse("has_classic_interactive_compute", t.HasClassicInteractiveComputeTrue, t.HasClassicInteractiveComputeFalse)
-	collapse("presets_name_prefix_is_set", t.PresetsNamePrefixIsSetTrue, t.PresetsNamePrefixIsSetFalse)
-	collapse("python_wheel_wrapper_is_set", t.PythonWheelWrapperIsSetTrue, t.PythonWheelWrapperIsSetFalse)
-	collapse("skip_artifact_cleanup", t.SkipArtifactCleanupTrue, t.SkipArtifactCleanupFalse)
-	collapse("artifact_build_command_is_set", t.ArtifactBuildCommandIsSetTrue, t.ArtifactBuildCommandIsSetFalse)
-	collapse("artifact_files_is_set", t.ArtifactFilesIsSetTrue, t.ArtifactFilesIsSetFalse)
-	collapse("permissions_section_set", t.PermissionsSectionSetTrue, t.PermissionsSectionSetFalse)
-	collapse("source_linked_set_for_non_development", t.SourceLinkedSetForNonDevelopmentTrue, t.SourceLinkedSetForNonDevelopmentFalse)
-	collapse("app_lifecycle_started", t.AppLifecycleStartedTrue, t.AppLifecycleStartedFalse)
-	collapse("cluster_lifecycle_started", t.ClusterLifecycleStartedTrue, t.ClusterLifecycleStartedFalse)
-	collapse("sql_warehouse_lifecycle_started", t.SqlWarehouseLifecycleStartedTrue, t.SqlWarehouseLifecycleStartedFalse)
-	collapse("direct_drymigrate_success", t.DirectDryMigrateSuccessTrue, t.DirectDryMigrateSuccessFalse)
-	collapse("direct_drymigrate_warnings", t.DirectDryMigrateWarningsTrue, t.DirectDryMigrateWarningsFalse)
-
-	return out
-}
diff --git a/bundle/trampoline/python_wheel.go b/bundle/trampoline/python_wheel.go
index f199ba9140..1f5abea43e 100644
--- a/bundle/trampoline/python_wheel.go
+++ b/bundle/trampoline/python_wheel.go
@@ -9,6 +9,7 @@ import (
 
 	"github.com/databricks/cli/bundle"
 	"github.com/databricks/cli/bundle/libraries"
+	"github.com/databricks/cli/bundle/metrics"
 	"github.com/databricks/cli/libs/diag"
 	"github.com/databricks/databricks-sdk-go/service/compute"
 	"github.com/databricks/databricks-sdk-go/service/jobs"
@@ -76,8 +77,8 @@ func TransformWheelTask() bundle.Mutator {
 
 func (transformWheelTask) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics {
 	isEnabled := b.Config.Experimental != nil && b.Config.Experimental.PythonWheelWrapper
-	tm := &b.Metrics.Telemetry
-	tm.SetPaired(&tm.PythonWheelWrapperIsSetTrue, &tm.PythonWheelWrapperIsSetFalse, isEnabled)
+	b.Metrics.AddBoolValue(metrics.ExperimentalPythonWheelWrapperIsSet, isEnabled)
+	b.Telemetry.SetPaired(&b.Telemetry.PythonWheelWrapperIsSetTrue, &b.Telemetry.PythonWheelWrapperIsSetFalse, isEnabled)
 	if !isEnabled {
 		return nil
 	}
diff --git a/cmd/bundle/bitmap/bitmap.go b/cmd/bundle/bitmap/bitmap.go
index 028b8a957b..ec014afefa 100644
--- a/cmd/bundle/bitmap/bitmap.go
+++ b/cmd/bundle/bitmap/bitmap.go
@@ -128,7 +128,7 @@ func loadBits(cmd *cobra.Command) ([]bool, []string, error) {
 		return nil, nil, errors.New("failed to load bundle")
 	}
 	schema := bundlebitmap.EmbeddedSchema()
-	bits, err := bundlebitmap.Bits(b.Config, b.Metrics.Telemetry, schema)
+	bits, err := bundlebitmap.Bits(b.Config, b.Telemetry, schema)
 	if err != nil {
 		return nil, nil, err
 	}
diff --git a/libs/cache/file_cache.go b/libs/cache/file_cache.go
index a7b83a1800..163cbf3bac 100644
--- a/libs/cache/file_cache.go
+++ b/libs/cache/file_cache.go
@@ -15,19 +15,10 @@ import (
 	"github.com/databricks/cli/libs/log"
 )
 
-// Metrics tracks local-cache telemetry. It is embedded into the bundle's
-// telemetry struct, so the bool fields become part of the bundle bitmap; the
-// json tags are the telemetry keys. ComputeDurationsMs is tagged "-" because
-// durations are values, not presence bits, and are reported separately.
-type Metrics struct {
-	Attempt bool `json:"local.cache.attempt,omitempty"`
-	Hit     bool `json:"local.cache.hit,omitempty"`
-	Miss    bool `json:"local.cache.miss,omitempty"`
-	Error   bool `json:"local.cache.error,omitempty"`
-
-	// ComputeDurationsMs holds one entry per cache miss: how long the compute
-	// took, in milliseconds.
-	ComputeDurationsMs []int64 `json:"-"`
+// Metrics is a local interface for tracking cache telemetry.
+type Metrics interface {
+	SetBoolValue(key string, value bool)
+	AddDurationValue(key string, value time.Duration)
 }
 
 // fileCache implements the cacheImpl interface using local disk storage.
@@ -35,7 +26,7 @@ type fileCache struct {
 	baseDir      string
 	expiry       time.Duration
 	mu           sync.Mutex
-	metrics      *Metrics
+	metrics      Metrics
 	cacheEnabled bool // If true, cached values are returned; if false, cache is only used for measurement
 }
 
@@ -133,7 +124,7 @@ func getCacheBaseDir(ctx context.Context) (string, error) {
 // - Emit metrics about potential savings
 // - Always compute the value (never actually use the cache)
 // The returned cache can handle multiple types through the generic GetOrCompute function.
-func NewCache(ctx context.Context, component string, expiry time.Duration, metrics *Metrics) *Cache {
+func NewCache(ctx context.Context, component string, expiry time.Duration, metrics Metrics) *Cache {
 	cacheBaseDir, err := getCacheBaseDir(ctx)
 	if err != nil {
 		return &Cache{impl: &noopFileCache{}}
@@ -188,6 +179,12 @@ func (fc *fileCache) getJSON(ctx context.Context, fingerprint any) ([]byte, bool
 	return fc.readFromCacheJSON(ctx, fc.getCachePath(cacheKey))
 }
 
+func (fc *fileCache) addTelemetryMetric(key string) {
+	if fc.metrics != nil {
+		fc.metrics.SetBoolValue(key, true)
+	}
+}
+
 // getOrComputeJSON retrieves cached content or computes it using the provided function.
 // Cache operations fail open: if caching fails, the compute function is still called.
 // When cacheEnabled is false, the cache checks if values exist and measures potential time savings,
@@ -202,9 +199,7 @@ func (fc *fileCache) getOrComputeJSON(ctx context.Context, fingerprint any, comp
 	}
 
 	log.Debugf(ctx, "[Local Cache] using cache key: %s", cacheKey)
-	if fc.metrics != nil {
-		fc.metrics.Attempt = true
-	}
+	fc.addTelemetryMetric("local.cache.attempt")
 
 	cachePath := fc.getCachePath(cacheKey)
 
@@ -218,9 +213,7 @@ func (fc *fileCache) getOrComputeJSON(ctx context.Context, fingerprint any, comp
 	// Record metrics
 	if cacheExists {
 		log.Debugf(ctx, "[Local Cache] cache hit")
-		if fc.metrics != nil {
-			fc.metrics.Hit = true
-		}
+		fc.addTelemetryMetric("local.cache.hit")
 
 		// If cache is enabled, return the cached value
 		if fc.cacheEnabled {
@@ -228,9 +221,7 @@ func (fc *fileCache) getOrComputeJSON(ctx context.Context, fingerprint any, comp
 		}
 	} else {
 		log.Debugf(ctx, "[Local Cache] cache miss, computing")
-		if fc.metrics != nil {
-			fc.metrics.Miss = true
-		}
+		fc.addTelemetryMetric("local.cache.miss")
 	}
 
 	// Compute the value and measure timing
@@ -238,16 +229,14 @@ func (fc *fileCache) getOrComputeJSON(ctx context.Context, fingerprint any, comp
 	result, err := compute(ctx)
 	if err != nil {
 		log.Debugf(ctx, "[Local Cache] error while computing: %v", err)
-		if fc.metrics != nil {
-			fc.metrics.Error = true
-		}
+		fc.addTelemetryMetric("local.cache.error")
 		return result, err
 	}
 
 	// Record duration metrics
 	if fc.metrics != nil {
 		computeDuration := time.Since(start)
-		fc.metrics.ComputeDurationsMs = append(fc.metrics.ComputeDurationsMs, computeDuration.Milliseconds())
+		fc.metrics.AddDurationValue("local.cache.compute_duration", computeDuration)
 	}
 
 	log.Debugf(ctx, "[Local Cache] computed and stored result")

From 104e60f0b699f4bf49334427edda838ca0e9ac4b Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Fri, 31 Jul 2026 16:59:23 +0200
Subject: [PATCH 11/13] Record DMS undeclared-writer flags as True/False pairs
 in bitmap

The four dms_undeclared_* flags are independent booleans recorded with
their real value on every deploy, so a measured false is meaningful (it
is the common "no undeclared writers" case). As single presence bits a
false collapsed to 0, indistinguishable from "not measured", losing the
signal. Store each as a True/False pair like the other value-bearing
flags. The telemetry wire (BoolValues) is unchanged.

Co-authored-by: Isaac
---
 acceptance/bundle/bitmap/out.bitmap-text.txt       | 12 ++++++++----
 acceptance/bundle/bitmap/out.bitmap.b64            |  2 +-
 acceptance/bundle/bitmap/out.schema.txt            | 12 ++++++++----
 .../default-python/classic/out.bitmap.txt          | 12 ++++++++----
 .../templates/default-python/classic/output.txt    |  2 +-
 bundle/bitmap/schema.txt                           | 12 ++++++++----
 bundle/permissions/workspace_root.go               |  8 ++++----
 bundle/telemetry.go                                | 14 +++++++++-----
 8 files changed, 47 insertions(+), 27 deletions(-)

diff --git a/acceptance/bundle/bitmap/out.bitmap-text.txt b/acceptance/bundle/bitmap/out.bitmap-text.txt
index c19b191a3e..86c7a3f0ec 100644
--- a/acceptance/bundle/bitmap/out.bitmap-text.txt
+++ b/acceptance/bundle/bitmap/out.bitmap-text.txt
@@ -3211,10 +3211,6 @@
 1 telemetry.StatePathInDeployerHome
 1 telemetry.StatePathInOtherUserHome
 1 telemetry.StatePathOther
-1 telemetry.DMSUndeclaredDeployingUser
-1 telemetry.DMSUndeclaredOtherUser
-1 telemetry.DMSUndeclaredServicePrincipal
-1 telemetry.DMSUndeclaredGroup
 1 telemetry.DMSCompatAuto
 1 telemetry.DMSCompatOnlySelfUndeclared
 1 telemetry.DMSCompatNot
@@ -3225,6 +3221,14 @@
 1 telemetry.DirectMigratedViaEnv
 1 telemetry.EngineTerraformConfig
 1 telemetry.EngineTerraformEnv
+1 telemetry.DMSUndeclaredDeployingUserTrue
+1 telemetry.DMSUndeclaredDeployingUserFalse
+1 telemetry.DMSUndeclaredOtherUserTrue
+1 telemetry.DMSUndeclaredOtherUserFalse
+1 telemetry.DMSUndeclaredServicePrincipalTrue
+1 telemetry.DMSUndeclaredServicePrincipalFalse
+1 telemetry.DMSUndeclaredGroupTrue
+1 telemetry.DMSUndeclaredGroupFalse
 1 telemetry.SkipArtifactCleanupTrue
 1 telemetry.SkipArtifactCleanupFalse
 1 telemetry.HasServerlessComputeTrue
diff --git a/acceptance/bundle/bitmap/out.bitmap.b64 b/acceptance/bundle/bitmap/out.bitmap.b64
index 85bee23231..e29d067244 100644
--- a/acceptance/bundle/bitmap/out.bitmap.b64
+++ b/acceptance/bundle/bitmap/out.bitmap.b64
@@ -1 +1 @@
-cnEKcWJg4NnLwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNCDBzMDDMApoCizYwFT9fzD4AQgAAP//
+cnEKcWJg4DnIwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNCDBzMDDMApoCizYwFT9fwhoAAQAAP//
diff --git a/acceptance/bundle/bitmap/out.schema.txt b/acceptance/bundle/bitmap/out.schema.txt
index 00b3ff02ff..1965b1613a 100644
--- a/acceptance/bundle/bitmap/out.schema.txt
+++ b/acceptance/bundle/bitmap/out.schema.txt
@@ -3211,10 +3211,6 @@ telemetry.StatePathIsShared
 telemetry.StatePathInDeployerHome
 telemetry.StatePathInOtherUserHome
 telemetry.StatePathOther
-telemetry.DMSUndeclaredDeployingUser
-telemetry.DMSUndeclaredOtherUser
-telemetry.DMSUndeclaredServicePrincipal
-telemetry.DMSUndeclaredGroup
 telemetry.DMSCompatAuto
 telemetry.DMSCompatOnlySelfUndeclared
 telemetry.DMSCompatNot
@@ -3225,6 +3221,14 @@ telemetry.DirectMigratedViaConfig
 telemetry.DirectMigratedViaEnv
 telemetry.EngineTerraformConfig
 telemetry.EngineTerraformEnv
+telemetry.DMSUndeclaredDeployingUserTrue
+telemetry.DMSUndeclaredDeployingUserFalse
+telemetry.DMSUndeclaredOtherUserTrue
+telemetry.DMSUndeclaredOtherUserFalse
+telemetry.DMSUndeclaredServicePrincipalTrue
+telemetry.DMSUndeclaredServicePrincipalFalse
+telemetry.DMSUndeclaredGroupTrue
+telemetry.DMSUndeclaredGroupFalse
 telemetry.SkipArtifactCleanupTrue
 telemetry.SkipArtifactCleanupFalse
 telemetry.HasServerlessComputeTrue
diff --git a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
index 8b61689008..77f24547ce 100644
--- a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
+++ b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
@@ -130,10 +130,6 @@
 1 telemetry.StatePathInDeployerHome
 1 telemetry.StatePathInOtherUserHome
 1 telemetry.StatePathOther
-1 telemetry.DMSUndeclaredDeployingUser
-1 telemetry.DMSUndeclaredOtherUser
-1 telemetry.DMSUndeclaredServicePrincipal
-1 telemetry.DMSUndeclaredGroup
 1 telemetry.DMSCompatAuto
 1 telemetry.DMSCompatOnlySelfUndeclared
 1 telemetry.DMSCompatNot
@@ -144,6 +140,14 @@
 1 telemetry.DirectMigratedViaEnv
 1 telemetry.EngineTerraformConfig
 1 telemetry.EngineTerraformEnv
+1 telemetry.DMSUndeclaredDeployingUserTrue
+1 telemetry.DMSUndeclaredDeployingUserFalse
+1 telemetry.DMSUndeclaredOtherUserTrue
+1 telemetry.DMSUndeclaredOtherUserFalse
+1 telemetry.DMSUndeclaredServicePrincipalTrue
+1 telemetry.DMSUndeclaredServicePrincipalFalse
+1 telemetry.DMSUndeclaredGroupTrue
+1 telemetry.DMSUndeclaredGroupFalse
 1 telemetry.SkipArtifactCleanupTrue
 1 telemetry.SkipArtifactCleanupFalse
 1 telemetry.HasServerlessComputeTrue
diff --git a/acceptance/bundle/templates/default-python/classic/output.txt b/acceptance/bundle/templates/default-python/classic/output.txt
index 98136678a6..d2c18caa5b 100644
--- a/acceptance/bundle/templates/default-python/classic/output.txt
+++ b/acceptance/bundle/templates/default-python/classic/output.txt
@@ -33,7 +33,7 @@ Workspace:
 Validation OK!
 
 >>> [CLI] bundle bitmap bitmap -t dev
-cnEKcWJg4NnLwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOBjAJBODxGcGfgYIkGIgHRSATEQCnEwgk9NhXA4GRgY5uGSCAEIh63oGCgHPAQEGJQOGIQAs2O+AqPr/YPADEAAA//8=
+cnEKcWJg4DnIwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOBjAJBODxGcGfgYIkGIgHRSATEQCnEwgk9NhXA4GRgY5uGSCAEIh63oGCgHPAQEGJQOGIQAs2O+AqPr/ENAACAAA//8=
 
 >>> [CLI] bundle plan -t dev
 Building python_artifact...
diff --git a/bundle/bitmap/schema.txt b/bundle/bitmap/schema.txt
index 00b3ff02ff..1965b1613a 100644
--- a/bundle/bitmap/schema.txt
+++ b/bundle/bitmap/schema.txt
@@ -3211,10 +3211,6 @@ telemetry.StatePathIsShared
 telemetry.StatePathInDeployerHome
 telemetry.StatePathInOtherUserHome
 telemetry.StatePathOther
-telemetry.DMSUndeclaredDeployingUser
-telemetry.DMSUndeclaredOtherUser
-telemetry.DMSUndeclaredServicePrincipal
-telemetry.DMSUndeclaredGroup
 telemetry.DMSCompatAuto
 telemetry.DMSCompatOnlySelfUndeclared
 telemetry.DMSCompatNot
@@ -3225,6 +3221,14 @@ telemetry.DirectMigratedViaConfig
 telemetry.DirectMigratedViaEnv
 telemetry.EngineTerraformConfig
 telemetry.EngineTerraformEnv
+telemetry.DMSUndeclaredDeployingUserTrue
+telemetry.DMSUndeclaredDeployingUserFalse
+telemetry.DMSUndeclaredOtherUserTrue
+telemetry.DMSUndeclaredOtherUserFalse
+telemetry.DMSUndeclaredServicePrincipalTrue
+telemetry.DMSUndeclaredServicePrincipalFalse
+telemetry.DMSUndeclaredGroupTrue
+telemetry.DMSUndeclaredGroupFalse
 telemetry.SkipArtifactCleanupTrue
 telemetry.SkipArtifactCleanupFalse
 telemetry.HasServerlessComputeTrue
diff --git a/bundle/permissions/workspace_root.go b/bundle/permissions/workspace_root.go
index d894d9589a..37f270f752 100644
--- a/bundle/permissions/workspace_root.go
+++ b/bundle/permissions/workspace_root.go
@@ -190,10 +190,10 @@ func recordPermissionMetrics(b *bundle.Bundle, stateFolderPerms *WorkspacePathPe
 	b.Metrics.SetBoolValue(metrics.DMSUndeclaredOtherUser, otherUser)
 	b.Metrics.SetBoolValue(metrics.DMSUndeclaredServicePrincipal, servicePrincipal)
 	b.Metrics.SetBoolValue(metrics.DMSUndeclaredGroup, group)
-	b.Telemetry.DMSUndeclaredDeployingUser = self
-	b.Telemetry.DMSUndeclaredOtherUser = otherUser
-	b.Telemetry.DMSUndeclaredServicePrincipal = servicePrincipal
-	b.Telemetry.DMSUndeclaredGroup = group
+	b.Telemetry.SetPaired(&b.Telemetry.DMSUndeclaredDeployingUserTrue, &b.Telemetry.DMSUndeclaredDeployingUserFalse, self)
+	b.Telemetry.SetPaired(&b.Telemetry.DMSUndeclaredOtherUserTrue, &b.Telemetry.DMSUndeclaredOtherUserFalse, otherUser)
+	b.Telemetry.SetPaired(&b.Telemetry.DMSUndeclaredServicePrincipalTrue, &b.Telemetry.DMSUndeclaredServicePrincipalFalse, servicePrincipal)
+	b.Telemetry.SetPaired(&b.Telemetry.DMSUndeclaredGroupTrue, &b.Telemetry.DMSUndeclaredGroupFalse, group)
 
 	// Emit exactly one of the auto-migration verdict keys.
 	verdict := autoMigrationVerdict(b, stateFolderPerms, undeclared)
diff --git a/bundle/telemetry.go b/bundle/telemetry.go
index 33301dbba5..25fa6a0bf3 100644
--- a/bundle/telemetry.go
+++ b/bundle/telemetry.go
@@ -31,11 +31,6 @@ type Telemetry struct {
 	StatePathInOtherUserHome bool
 	StatePathOther           bool
 
-	DMSUndeclaredDeployingUser    bool
-	DMSUndeclaredOtherUser        bool
-	DMSUndeclaredServicePrincipal bool
-	DMSUndeclaredGroup            bool
-
 	DMSCompatAuto               bool
 	DMSCompatOnlySelfUndeclared bool
 	DMSCompatNot                bool
@@ -51,6 +46,15 @@ type Telemetry struct {
 
 	// True/False pairs: exactly one is set when the flag is measured, neither
 	// when it is not.
+	DMSUndeclaredDeployingUserTrue     bool
+	DMSUndeclaredDeployingUserFalse    bool
+	DMSUndeclaredOtherUserTrue         bool
+	DMSUndeclaredOtherUserFalse        bool
+	DMSUndeclaredServicePrincipalTrue  bool
+	DMSUndeclaredServicePrincipalFalse bool
+	DMSUndeclaredGroupTrue             bool
+	DMSUndeclaredGroupFalse            bool
+
 	SkipArtifactCleanupTrue  bool
 	SkipArtifactCleanupFalse bool
 

From e1435bef65c7c28dc85b9224953b5a6d4e94e4bf Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Mon, 3 Aug 2026 11:31:25 +0200
Subject: [PATCH 12/13] Revert DMS flags to single bits: false is not lost here
MIME-Version: 1.0
Content-Type: text/plain; charset=UTF-8
Content-Transfer-Encoding: 8bit

The dms_undeclared_* flags are always co-emitted with the one-hot
DMSCompat verdict, so a 0 bit is unambiguously "measured false" rather
than "not measured" — a True/False pair adds no information. A pair is
only warranted for a lone boolean with no co-located signal that the
measurement ran (e.g. run_as_set). Adds a comment recording why.

Co-authored-by: Isaac
---
 acceptance/bundle/bitmap/out.bitmap-text.txt    | 12 ++++--------
 acceptance/bundle/bitmap/out.bitmap.b64         |  2 +-
 acceptance/bundle/bitmap/out.schema.txt         | 12 ++++--------
 .../default-python/classic/out.bitmap.txt       | 12 ++++--------
 .../templates/default-python/classic/output.txt |  2 +-
 bundle/bitmap/schema.txt                        | 12 ++++--------
 bundle/permissions/workspace_root.go            |  8 ++++----
 bundle/telemetry.go                             | 17 ++++++++---------
 8 files changed, 30 insertions(+), 47 deletions(-)

diff --git a/acceptance/bundle/bitmap/out.bitmap-text.txt b/acceptance/bundle/bitmap/out.bitmap-text.txt
index 86c7a3f0ec..c19b191a3e 100644
--- a/acceptance/bundle/bitmap/out.bitmap-text.txt
+++ b/acceptance/bundle/bitmap/out.bitmap-text.txt
@@ -3211,6 +3211,10 @@
 1 telemetry.StatePathInDeployerHome
 1 telemetry.StatePathInOtherUserHome
 1 telemetry.StatePathOther
+1 telemetry.DMSUndeclaredDeployingUser
+1 telemetry.DMSUndeclaredOtherUser
+1 telemetry.DMSUndeclaredServicePrincipal
+1 telemetry.DMSUndeclaredGroup
 1 telemetry.DMSCompatAuto
 1 telemetry.DMSCompatOnlySelfUndeclared
 1 telemetry.DMSCompatNot
@@ -3221,14 +3225,6 @@
 1 telemetry.DirectMigratedViaEnv
 1 telemetry.EngineTerraformConfig
 1 telemetry.EngineTerraformEnv
-1 telemetry.DMSUndeclaredDeployingUserTrue
-1 telemetry.DMSUndeclaredDeployingUserFalse
-1 telemetry.DMSUndeclaredOtherUserTrue
-1 telemetry.DMSUndeclaredOtherUserFalse
-1 telemetry.DMSUndeclaredServicePrincipalTrue
-1 telemetry.DMSUndeclaredServicePrincipalFalse
-1 telemetry.DMSUndeclaredGroupTrue
-1 telemetry.DMSUndeclaredGroupFalse
 1 telemetry.SkipArtifactCleanupTrue
 1 telemetry.SkipArtifactCleanupFalse
 1 telemetry.HasServerlessComputeTrue
diff --git a/acceptance/bundle/bitmap/out.bitmap.b64 b/acceptance/bundle/bitmap/out.bitmap.b64
index e29d067244..85bee23231 100644
--- a/acceptance/bundle/bitmap/out.bitmap.b64
+++ b/acceptance/bundle/bitmap/out.bitmap.b64
@@ -1 +1 @@
-cnEKcWJg4DnIwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNCDBzMDDMApoCizYwFT9fwhoAAQAAP//
+cnEKcWJg4NnLwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNCDBzMDDMApoCizYwFT9fzD4AQgAAP//
diff --git a/acceptance/bundle/bitmap/out.schema.txt b/acceptance/bundle/bitmap/out.schema.txt
index 1965b1613a..00b3ff02ff 100644
--- a/acceptance/bundle/bitmap/out.schema.txt
+++ b/acceptance/bundle/bitmap/out.schema.txt
@@ -3211,6 +3211,10 @@ telemetry.StatePathIsShared
 telemetry.StatePathInDeployerHome
 telemetry.StatePathInOtherUserHome
 telemetry.StatePathOther
+telemetry.DMSUndeclaredDeployingUser
+telemetry.DMSUndeclaredOtherUser
+telemetry.DMSUndeclaredServicePrincipal
+telemetry.DMSUndeclaredGroup
 telemetry.DMSCompatAuto
 telemetry.DMSCompatOnlySelfUndeclared
 telemetry.DMSCompatNot
@@ -3221,14 +3225,6 @@ telemetry.DirectMigratedViaConfig
 telemetry.DirectMigratedViaEnv
 telemetry.EngineTerraformConfig
 telemetry.EngineTerraformEnv
-telemetry.DMSUndeclaredDeployingUserTrue
-telemetry.DMSUndeclaredDeployingUserFalse
-telemetry.DMSUndeclaredOtherUserTrue
-telemetry.DMSUndeclaredOtherUserFalse
-telemetry.DMSUndeclaredServicePrincipalTrue
-telemetry.DMSUndeclaredServicePrincipalFalse
-telemetry.DMSUndeclaredGroupTrue
-telemetry.DMSUndeclaredGroupFalse
 telemetry.SkipArtifactCleanupTrue
 telemetry.SkipArtifactCleanupFalse
 telemetry.HasServerlessComputeTrue
diff --git a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
index 77f24547ce..8b61689008 100644
--- a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
+++ b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
@@ -130,6 +130,10 @@
 1 telemetry.StatePathInDeployerHome
 1 telemetry.StatePathInOtherUserHome
 1 telemetry.StatePathOther
+1 telemetry.DMSUndeclaredDeployingUser
+1 telemetry.DMSUndeclaredOtherUser
+1 telemetry.DMSUndeclaredServicePrincipal
+1 telemetry.DMSUndeclaredGroup
 1 telemetry.DMSCompatAuto
 1 telemetry.DMSCompatOnlySelfUndeclared
 1 telemetry.DMSCompatNot
@@ -140,14 +144,6 @@
 1 telemetry.DirectMigratedViaEnv
 1 telemetry.EngineTerraformConfig
 1 telemetry.EngineTerraformEnv
-1 telemetry.DMSUndeclaredDeployingUserTrue
-1 telemetry.DMSUndeclaredDeployingUserFalse
-1 telemetry.DMSUndeclaredOtherUserTrue
-1 telemetry.DMSUndeclaredOtherUserFalse
-1 telemetry.DMSUndeclaredServicePrincipalTrue
-1 telemetry.DMSUndeclaredServicePrincipalFalse
-1 telemetry.DMSUndeclaredGroupTrue
-1 telemetry.DMSUndeclaredGroupFalse
 1 telemetry.SkipArtifactCleanupTrue
 1 telemetry.SkipArtifactCleanupFalse
 1 telemetry.HasServerlessComputeTrue
diff --git a/acceptance/bundle/templates/default-python/classic/output.txt b/acceptance/bundle/templates/default-python/classic/output.txt
index d2c18caa5b..98136678a6 100644
--- a/acceptance/bundle/templates/default-python/classic/output.txt
+++ b/acceptance/bundle/templates/default-python/classic/output.txt
@@ -33,7 +33,7 @@ Workspace:
 Validation OK!
 
 >>> [CLI] bundle bitmap bitmap -t dev
-cnEKcWJg4DnIwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOBjAJBODxGcGfgYIkGIgHRSATEQCnEwgk9NhXA4GRgY5uGSCAEIh63oGCgHPAQEGJQOGIQAs2O+AqPr/ENAACAAA//8=
+cnEKcWJg4NnLwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOBjAJBODxGcGfgYIkGIgHRSATEQCnEwgk9NhXA4GRgY5uGSCAEIh63oGCgHPAQEGJQOGIQAs2O+AqPr/YPADEAAA//8=
 
 >>> [CLI] bundle plan -t dev
 Building python_artifact...
diff --git a/bundle/bitmap/schema.txt b/bundle/bitmap/schema.txt
index 1965b1613a..00b3ff02ff 100644
--- a/bundle/bitmap/schema.txt
+++ b/bundle/bitmap/schema.txt
@@ -3211,6 +3211,10 @@ telemetry.StatePathIsShared
 telemetry.StatePathInDeployerHome
 telemetry.StatePathInOtherUserHome
 telemetry.StatePathOther
+telemetry.DMSUndeclaredDeployingUser
+telemetry.DMSUndeclaredOtherUser
+telemetry.DMSUndeclaredServicePrincipal
+telemetry.DMSUndeclaredGroup
 telemetry.DMSCompatAuto
 telemetry.DMSCompatOnlySelfUndeclared
 telemetry.DMSCompatNot
@@ -3221,14 +3225,6 @@ telemetry.DirectMigratedViaConfig
 telemetry.DirectMigratedViaEnv
 telemetry.EngineTerraformConfig
 telemetry.EngineTerraformEnv
-telemetry.DMSUndeclaredDeployingUserTrue
-telemetry.DMSUndeclaredDeployingUserFalse
-telemetry.DMSUndeclaredOtherUserTrue
-telemetry.DMSUndeclaredOtherUserFalse
-telemetry.DMSUndeclaredServicePrincipalTrue
-telemetry.DMSUndeclaredServicePrincipalFalse
-telemetry.DMSUndeclaredGroupTrue
-telemetry.DMSUndeclaredGroupFalse
 telemetry.SkipArtifactCleanupTrue
 telemetry.SkipArtifactCleanupFalse
 telemetry.HasServerlessComputeTrue
diff --git a/bundle/permissions/workspace_root.go b/bundle/permissions/workspace_root.go
index 37f270f752..d894d9589a 100644
--- a/bundle/permissions/workspace_root.go
+++ b/bundle/permissions/workspace_root.go
@@ -190,10 +190,10 @@ func recordPermissionMetrics(b *bundle.Bundle, stateFolderPerms *WorkspacePathPe
 	b.Metrics.SetBoolValue(metrics.DMSUndeclaredOtherUser, otherUser)
 	b.Metrics.SetBoolValue(metrics.DMSUndeclaredServicePrincipal, servicePrincipal)
 	b.Metrics.SetBoolValue(metrics.DMSUndeclaredGroup, group)
-	b.Telemetry.SetPaired(&b.Telemetry.DMSUndeclaredDeployingUserTrue, &b.Telemetry.DMSUndeclaredDeployingUserFalse, self)
-	b.Telemetry.SetPaired(&b.Telemetry.DMSUndeclaredOtherUserTrue, &b.Telemetry.DMSUndeclaredOtherUserFalse, otherUser)
-	b.Telemetry.SetPaired(&b.Telemetry.DMSUndeclaredServicePrincipalTrue, &b.Telemetry.DMSUndeclaredServicePrincipalFalse, servicePrincipal)
-	b.Telemetry.SetPaired(&b.Telemetry.DMSUndeclaredGroupTrue, &b.Telemetry.DMSUndeclaredGroupFalse, group)
+	b.Telemetry.DMSUndeclaredDeployingUser = self
+	b.Telemetry.DMSUndeclaredOtherUser = otherUser
+	b.Telemetry.DMSUndeclaredServicePrincipal = servicePrincipal
+	b.Telemetry.DMSUndeclaredGroup = group
 
 	// Emit exactly one of the auto-migration verdict keys.
 	verdict := autoMigrationVerdict(b, stateFolderPerms, undeclared)
diff --git a/bundle/telemetry.go b/bundle/telemetry.go
index 25fa6a0bf3..7c86e02b7e 100644
--- a/bundle/telemetry.go
+++ b/bundle/telemetry.go
@@ -31,6 +31,14 @@ type Telemetry struct {
 	StatePathInOtherUserHome bool
 	StatePathOther           bool
 
+	// Independent booleans, but a false is not lost as a single bit: they are
+	// always co-emitted with the one-hot DMSCompat verdict below, whose presence
+	// signals the measurement ran, so a 0 here reads as "measured false".
+	DMSUndeclaredDeployingUser    bool
+	DMSUndeclaredOtherUser        bool
+	DMSUndeclaredServicePrincipal bool
+	DMSUndeclaredGroup            bool
+
 	DMSCompatAuto               bool
 	DMSCompatOnlySelfUndeclared bool
 	DMSCompatNot                bool
@@ -46,15 +54,6 @@ type Telemetry struct {
 
 	// True/False pairs: exactly one is set when the flag is measured, neither
 	// when it is not.
-	DMSUndeclaredDeployingUserTrue     bool
-	DMSUndeclaredDeployingUserFalse    bool
-	DMSUndeclaredOtherUserTrue         bool
-	DMSUndeclaredOtherUserFalse        bool
-	DMSUndeclaredServicePrincipalTrue  bool
-	DMSUndeclaredServicePrincipalFalse bool
-	DMSUndeclaredGroupTrue             bool
-	DMSUndeclaredGroupFalse            bool
-
 	SkipArtifactCleanupTrue  bool
 	SkipArtifactCleanupFalse bool
 

From 29c5b44866db95056038710d42c732ac3f82a6ab Mon Sep 17 00:00:00 2001
From: Denis Bilenko <denis.bilenko@databricks.com>
Date: Mon, 3 Aug 2026 12:00:46 +0200
Subject: [PATCH 13/13] Fix bitmap encoding every telemetry bit as set

The telemetry struct's fields have no json tags, so structwalk.Walk does
not honor omitempty and visits every field regardless of value. Bits()
ignored the visited value and set the bit on mere presence, so every
telemetry bit was 1 on every deploy (the acceptance golden showed all
mutually-exclusive one-hot members set at once). Gate the telemetry walk
on the visited bool value so a field maps to a bit only when true.

Also drop blank lines in splitLines so a stray one can never shift bit
indices in the append-only schema, and make the test stand-in tagless to
match the real struct (the tagged stand-in masked the bug).

Co-authored-by: Isaac
---
 acceptance/bundle/bitmap/out.bitmap-text.txt  | 114 +++++++++---------
 acceptance/bundle/bitmap/out.bitmap.b64       |   2 +-
 .../default-python/classic/out.bitmap.txt     |  55 ---------
 .../default-python/classic/output.txt         |   2 +-
 bundle/bitmap/bitmap.go                       |  27 +++--
 bundle/bitmap/bitmap_test.go                  |  33 +++--
 6 files changed, 104 insertions(+), 129 deletions(-)

diff --git a/acceptance/bundle/bitmap/out.bitmap-text.txt b/acceptance/bundle/bitmap/out.bitmap-text.txt
index c19b191a3e..10171710d2 100644
--- a/acceptance/bundle/bitmap/out.bitmap-text.txt
+++ b/acceptance/bundle/bitmap/out.bitmap-text.txt
@@ -3199,63 +3199,63 @@
 0 python.mutators[*]
 0 python.venv_path
 0 definitions
-1 telemetry.ArtifactDynamicVersionIsSet
-1 telemetry.HasTfOnlyReferences
-1 telemetry.SelectUsed
-1 telemetry.ArtifactsReferenceUsed
-1 telemetry.ConfigHasDoubleDollarBrace
-1 telemetry.ConfigHasDoubleDollar
-1 telemetry.ConfigHasBackslashDollarBrace
-1 telemetry.ConfigHasBackslashDollar
-1 telemetry.StatePathIsShared
-1 telemetry.StatePathInDeployerHome
-1 telemetry.StatePathInOtherUserHome
-1 telemetry.StatePathOther
-1 telemetry.DMSUndeclaredDeployingUser
-1 telemetry.DMSUndeclaredOtherUser
-1 telemetry.DMSUndeclaredServicePrincipal
-1 telemetry.DMSUndeclaredGroup
-1 telemetry.DMSCompatAuto
-1 telemetry.DMSCompatOnlySelfUndeclared
-1 telemetry.DMSCompatNot
-1 telemetry.DirectMigrateError
-1 telemetry.DirectMigrateCommitError
-1 telemetry.DirectMigrateWarnings
-1 telemetry.DirectMigratedViaConfig
-1 telemetry.DirectMigratedViaEnv
-1 telemetry.EngineTerraformConfig
-1 telemetry.EngineTerraformEnv
-1 telemetry.SkipArtifactCleanupTrue
-1 telemetry.SkipArtifactCleanupFalse
-1 telemetry.HasServerlessComputeTrue
-1 telemetry.HasServerlessComputeFalse
-1 telemetry.HasClassicJobComputeTrue
-1 telemetry.HasClassicJobComputeFalse
-1 telemetry.HasClassicInteractiveComputeTrue
-1 telemetry.HasClassicInteractiveComputeFalse
-1 telemetry.ArtifactBuildCommandIsSetTrue
-1 telemetry.ArtifactBuildCommandIsSetFalse
-1 telemetry.ArtifactFilesIsSetTrue
-1 telemetry.ArtifactFilesIsSetFalse
-1 telemetry.SourceLinkedSetForNonDevelopmentTrue
-1 telemetry.SourceLinkedSetForNonDevelopmentFalse
+0 telemetry.ArtifactDynamicVersionIsSet
+0 telemetry.HasTfOnlyReferences
+0 telemetry.SelectUsed
+0 telemetry.ArtifactsReferenceUsed
+0 telemetry.ConfigHasDoubleDollarBrace
+0 telemetry.ConfigHasDoubleDollar
+0 telemetry.ConfigHasBackslashDollarBrace
+0 telemetry.ConfigHasBackslashDollar
+0 telemetry.StatePathIsShared
+0 telemetry.StatePathInDeployerHome
+0 telemetry.StatePathInOtherUserHome
+0 telemetry.StatePathOther
+0 telemetry.DMSUndeclaredDeployingUser
+0 telemetry.DMSUndeclaredOtherUser
+0 telemetry.DMSUndeclaredServicePrincipal
+0 telemetry.DMSUndeclaredGroup
+0 telemetry.DMSCompatAuto
+0 telemetry.DMSCompatOnlySelfUndeclared
+0 telemetry.DMSCompatNot
+0 telemetry.DirectMigrateError
+0 telemetry.DirectMigrateCommitError
+0 telemetry.DirectMigrateWarnings
+0 telemetry.DirectMigratedViaConfig
+0 telemetry.DirectMigratedViaEnv
+0 telemetry.EngineTerraformConfig
+0 telemetry.EngineTerraformEnv
+0 telemetry.SkipArtifactCleanupTrue
+0 telemetry.SkipArtifactCleanupFalse
+0 telemetry.HasServerlessComputeTrue
+0 telemetry.HasServerlessComputeFalse
+0 telemetry.HasClassicJobComputeTrue
+0 telemetry.HasClassicJobComputeFalse
+0 telemetry.HasClassicInteractiveComputeTrue
+0 telemetry.HasClassicInteractiveComputeFalse
+0 telemetry.ArtifactBuildCommandIsSetTrue
+0 telemetry.ArtifactBuildCommandIsSetFalse
+0 telemetry.ArtifactFilesIsSetTrue
+0 telemetry.ArtifactFilesIsSetFalse
+0 telemetry.SourceLinkedSetForNonDevelopmentTrue
+0 telemetry.SourceLinkedSetForNonDevelopmentFalse
 1 telemetry.PresetsNamePrefixIsSetTrue
-1 telemetry.PresetsNamePrefixIsSetFalse
-1 telemetry.UseLegacyRunAsTrue
+0 telemetry.PresetsNamePrefixIsSetFalse
+0 telemetry.UseLegacyRunAsTrue
 1 telemetry.UseLegacyRunAsFalse
-1 telemetry.RunAsSetTrue
+0 telemetry.RunAsSetTrue
 1 telemetry.RunAsSetFalse
-1 telemetry.PermissionsSectionSetTrue
-1 telemetry.PermissionsSectionSetFalse
-1 telemetry.PythonWheelWrapperIsSetTrue
-1 telemetry.PythonWheelWrapperIsSetFalse
-1 telemetry.AppLifecycleStartedTrue
-1 telemetry.AppLifecycleStartedFalse
-1 telemetry.ClusterLifecycleStartedTrue
-1 telemetry.ClusterLifecycleStartedFalse
-1 telemetry.SqlWarehouseLifecycleStartedTrue
-1 telemetry.SqlWarehouseLifecycleStartedFalse
-1 telemetry.DirectDryMigrateSuccessTrue
-1 telemetry.DirectDryMigrateSuccessFalse
-1 telemetry.DirectDryMigrateWarningsTrue
-1 telemetry.DirectDryMigrateWarningsFalse
+0 telemetry.PermissionsSectionSetTrue
+0 telemetry.PermissionsSectionSetFalse
+0 telemetry.PythonWheelWrapperIsSetTrue
+0 telemetry.PythonWheelWrapperIsSetFalse
+0 telemetry.AppLifecycleStartedTrue
+0 telemetry.AppLifecycleStartedFalse
+0 telemetry.ClusterLifecycleStartedTrue
+0 telemetry.ClusterLifecycleStartedFalse
+0 telemetry.SqlWarehouseLifecycleStartedTrue
+0 telemetry.SqlWarehouseLifecycleStartedFalse
+0 telemetry.DirectDryMigrateSuccessTrue
+0 telemetry.DirectDryMigrateSuccessFalse
+0 telemetry.DirectDryMigrateWarningsTrue
+0 telemetry.DirectDryMigrateWarningsFalse
diff --git a/acceptance/bundle/bitmap/out.bitmap.b64 b/acceptance/bundle/bitmap/out.bitmap.b64
index 85bee23231..8a6339b7a8 100644
--- a/acceptance/bundle/bitmap/out.bitmap.b64
+++ b/acceptance/bundle/bitmap/out.bitmap.b64
@@ -1 +1 @@
-cnEKcWJg4NnLwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNCDBzMDDMApoCizYwFT9fzD4AQgAAP//
+cnEKcWJg4NnLwHCCQU6JgYWBnYGBoYH9AcMDbgUGBgUGNCDBzMDDMApoCizYEGwvBgZAAAAA//8=
diff --git a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
index 8b61689008..c7c035a795 100644
--- a/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
+++ b/acceptance/bundle/templates/default-python/classic/out.bitmap.txt
@@ -118,63 +118,8 @@
 1 presets.artifacts_dynamic_version
 1 presets.tags
 1 presets.tags.*
-1 telemetry.ArtifactDynamicVersionIsSet
-1 telemetry.HasTfOnlyReferences
-1 telemetry.SelectUsed
-1 telemetry.ArtifactsReferenceUsed
-1 telemetry.ConfigHasDoubleDollarBrace
-1 telemetry.ConfigHasDoubleDollar
-1 telemetry.ConfigHasBackslashDollarBrace
-1 telemetry.ConfigHasBackslashDollar
-1 telemetry.StatePathIsShared
-1 telemetry.StatePathInDeployerHome
-1 telemetry.StatePathInOtherUserHome
-1 telemetry.StatePathOther
-1 telemetry.DMSUndeclaredDeployingUser
-1 telemetry.DMSUndeclaredOtherUser
-1 telemetry.DMSUndeclaredServicePrincipal
-1 telemetry.DMSUndeclaredGroup
-1 telemetry.DMSCompatAuto
-1 telemetry.DMSCompatOnlySelfUndeclared
-1 telemetry.DMSCompatNot
-1 telemetry.DirectMigrateError
-1 telemetry.DirectMigrateCommitError
-1 telemetry.DirectMigrateWarnings
-1 telemetry.DirectMigratedViaConfig
-1 telemetry.DirectMigratedViaEnv
-1 telemetry.EngineTerraformConfig
-1 telemetry.EngineTerraformEnv
-1 telemetry.SkipArtifactCleanupTrue
-1 telemetry.SkipArtifactCleanupFalse
-1 telemetry.HasServerlessComputeTrue
-1 telemetry.HasServerlessComputeFalse
-1 telemetry.HasClassicJobComputeTrue
-1 telemetry.HasClassicJobComputeFalse
-1 telemetry.HasClassicInteractiveComputeTrue
-1 telemetry.HasClassicInteractiveComputeFalse
 1 telemetry.ArtifactBuildCommandIsSetTrue
-1 telemetry.ArtifactBuildCommandIsSetFalse
-1 telemetry.ArtifactFilesIsSetTrue
 1 telemetry.ArtifactFilesIsSetFalse
-1 telemetry.SourceLinkedSetForNonDevelopmentTrue
-1 telemetry.SourceLinkedSetForNonDevelopmentFalse
 1 telemetry.PresetsNamePrefixIsSetTrue
-1 telemetry.PresetsNamePrefixIsSetFalse
-1 telemetry.UseLegacyRunAsTrue
 1 telemetry.UseLegacyRunAsFalse
-1 telemetry.RunAsSetTrue
 1 telemetry.RunAsSetFalse
-1 telemetry.PermissionsSectionSetTrue
-1 telemetry.PermissionsSectionSetFalse
-1 telemetry.PythonWheelWrapperIsSetTrue
-1 telemetry.PythonWheelWrapperIsSetFalse
-1 telemetry.AppLifecycleStartedTrue
-1 telemetry.AppLifecycleStartedFalse
-1 telemetry.ClusterLifecycleStartedTrue
-1 telemetry.ClusterLifecycleStartedFalse
-1 telemetry.SqlWarehouseLifecycleStartedTrue
-1 telemetry.SqlWarehouseLifecycleStartedFalse
-1 telemetry.DirectDryMigrateSuccessTrue
-1 telemetry.DirectDryMigrateSuccessFalse
-1 telemetry.DirectDryMigrateWarningsTrue
-1 telemetry.DirectDryMigrateWarningsFalse
diff --git a/acceptance/bundle/templates/default-python/classic/output.txt b/acceptance/bundle/templates/default-python/classic/output.txt
index 98136678a6..33aaf17c5b 100644
--- a/acceptance/bundle/templates/default-python/classic/output.txt
+++ b/acceptance/bundle/templates/default-python/classic/output.txt
@@ -33,7 +33,7 @@ Workspace:
 Validation OK!
 
 >>> [CLI] bundle bitmap bitmap -t dev
-cnEKcWJg4NnLwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOBjAJBODxGcGfgYIkGIgHRSATEQCnEwgk9NhXA4GRgY5uGSCAEIh63oGCgHPAQEGJQOGIQAs2O+AqPr/YPADEAAA//8=
+cnEKcWJg4NnLwHCCQU6p246BnYGBoYH9/dMH3AoMDAoMDN8ZGBgYOBjAJBODxGcGfgYIkGIgHRSATEQCnEwgk9NhXA4GRgY5uGSCAEIh63oGCgHPAQEGJQOGIQAs2O/AmEJeDAyAAAAA//8=
 
 >>> [CLI] bundle plan -t dev
 Building python_artifact...
diff --git a/bundle/bitmap/bitmap.go b/bundle/bitmap/bitmap.go
index 37caf0c8b1..eed45134f6 100644
--- a/bundle/bitmap/bitmap.go
+++ b/bundle/bitmap/bitmap.go
@@ -132,7 +132,7 @@ func Bits(cfg config.Root, telemetry any, schema []string) ([]bool, error) {
 	}
 
 	bits := make([]bool, len(schema))
-	set := func(prefix string, path *structpath.PathNode) {
+	setBit := func(prefix string, path *structpath.PathNode) {
 		for _, pattern := range normalizePrefixes(path) {
 			if i, ok := index[prefix+pattern]; ok {
 				bits[i] = true
@@ -141,13 +141,19 @@ func Bits(cfg config.Root, telemetry any, schema []string) ([]bool, error) {
 	}
 
 	err := structwalk.Walk(cfg, func(path *structpath.PathNode, _ any, _ *reflect.StructField) {
-		set("", path)
+		setBit("", path)
 	})
 	if err != nil {
 		return nil, err
 	}
-	err = structwalk.Walk(telemetry, func(path *structpath.PathNode, _ any, _ *reflect.StructField) {
-		set(telemetryPrefix+".", path)
+	// The telemetry struct's fields have no json tags, so Walk does not honor
+	// omitempty and visits every field regardless of value. Presence in the
+	// struct is meaningless here (all fields always exist), so gate on the
+	// visited bool value: a field maps to a bit only when it is true.
+	err = structwalk.Walk(telemetry, func(path *structpath.PathNode, val any, _ *reflect.StructField) {
+		if set, ok := val.(bool); ok && set {
+			setBit(telemetryPrefix+".", path)
+		}
 	})
 	if err != nil {
 		return nil, err
@@ -250,9 +256,14 @@ func splitLines(b []byte) []string {
 	// the same clean field paths as WalkType produces; otherwise Merge's dedup
 	// never matches and the schema doubles.
 	s := strings.ReplaceAll(string(b), "\r\n", "\n")
-	s = strings.TrimRight(s, "\n")
-	if s == "" {
-		return nil
+	var lines []string
+	for line := range strings.SplitSeq(s, "\n") {
+		// Drop blank lines defensively: a stray one (bad edit, merge artifact)
+		// would otherwise become a real schema entry and shift every following
+		// bit index, silently breaking append-only stability.
+		if line != "" {
+			lines = append(lines, line)
+		}
 	}
-	return strings.Split(s, "\n")
+	return lines
 }
diff --git a/bundle/bitmap/bitmap_test.go b/bundle/bitmap/bitmap_test.go
index 54a5eb8be6..29c68ce4d7 100644
--- a/bundle/bitmap/bitmap_test.go
+++ b/bundle/bitmap/bitmap_test.go
@@ -13,9 +13,12 @@ import (
 )
 
 // testTelemetry stands in for bundle.Telemetry so this package's tests stay
-// decoupled from the bundle package.
+// decoupled from the bundle package. Like the real struct, its fields have no
+// json tags, so structwalk.Walk visits every field regardless of value and Bits
+// must gate on the visited bool value rather than mere presence.
 type testTelemetry struct {
-	SelectUsed bool `json:"select_used"`
+	SelectUsed bool
+	RunAsSet   bool
 }
 
 func TestMergeAppendOnly(t *testing.T) {
@@ -51,8 +54,9 @@ func TestWalkSchemaPrunesTargets(t *testing.T) {
 
 	assert.Contains(t, schema, "bundle.name")
 	assert.Contains(t, schema, "resources.jobs.*.name")
-	// Telemetry fields are namespaced under "telemetry.".
-	assert.Contains(t, schema, "telemetry.select_used")
+	// Telemetry fields are namespaced under "telemetry." and, having no json
+	// tag, keep their Go field name.
+	assert.Contains(t, schema, "telemetry.SelectUsed")
 }
 
 func TestBitsSetsLeafAndPrefixes(t *testing.T) {
@@ -105,13 +109,28 @@ func TestSplitLinesStripsCRLF(t *testing.T) {
 	// paths as an LF one, so Merge's dedup matches and the schema does not double.
 	assert.Equal(t, []string{"variables", "bundle.name"}, splitLines([]byte("variables\r\nbundle.name\r\n")))
 	assert.Equal(t, []string{"variables", "bundle.name"}, splitLines([]byte("variables\nbundle.name\n")))
+
+	// Blank lines (leading, internal, trailing) are dropped so they can never
+	// shift bit indices in the append-only schema.
+	assert.Equal(t, []string{"variables", "bundle.name"}, splitLines([]byte("\nvariables\n\nbundle.name\n\n")))
+	assert.Empty(t, splitLines([]byte("")))
+	assert.Empty(t, splitLines([]byte("\n\n")))
 }
 
-func TestBitsSetsTelemetryField(t *testing.T) {
-	schema := []string{"telemetry.select_used"}
+func TestBitsSetsTelemetryFieldByValue(t *testing.T) {
+	schema := []string{"telemetry.SelectUsed", "telemetry.RunAsSet"}
+
+	// Only the true-valued field sets its bit. A false telemetry field must stay
+	// 0: its Go-named field has no json tag, so structwalk.Walk visits it
+	// regardless of value, and Bits must not treat mere presence as set.
 	bits, err := Bits(config.Root{}, testTelemetry{SelectUsed: true}, schema)
 	require.NoError(t, err)
-	assert.Equal(t, []bool{true}, bits)
+	assert.Equal(t, []bool{true, false}, bits)
+
+	// A zero-valued telemetry struct sets no bits.
+	bits, err = Bits(config.Root{}, testTelemetry{}, schema)
+	require.NoError(t, err)
+	assert.Equal(t, []bool{false, false}, bits)
 }
 
 func TestEncodeDecodeRoundTrip(t *testing.T) {