diff --git a/.jules/sentinel.md b/.jules/sentinel.md
new file mode 100644
index 00000000..3ad22a0e
--- /dev/null
+++ b/.jules/sentinel.md
@@ -0,0 +1,4 @@
+## 2024-05-24 - [Path Traversal Vulnerability in Manual Path Resolution]
+**Vulnerability:** Path traversal vulnerability during manual path normalization.
+**Learning:** `Component::ParentDir` was handled by blindly popping the last path component when canonicalization failed. This could cause it to mistakenly pop root (`/`) or prefix components, allowing traversal out of safe boundaries or stripping absolute path roots incorrectly. It also failed to correctly preserve `..` elements when traversing up from `..`.
+**Prevention:** Always explicitly match against previous components during manual path normalization. Prevent `Component::ParentDir` from popping `Component::RootDir` or `Component::Prefix`. If the components list is empty or ends in `Component::ParentDir`, the new `Component::ParentDir` must be pushed to properly handle paths that traverse beyond the starting directory.
diff --git a/crates/flow/src/incremental/extractors/typescript.rs b/crates/flow/src/incremental/extractors/typescript.rs
index 1bdda4ef..adcd017f 100644
--- a/crates/flow/src/incremental/extractors/typescript.rs
+++ b/crates/flow/src/incremental/extractors/typescript.rs
@@ -808,7 +808,21 @@ impl TypeScriptDependencyExtractor {
                 for component in resolved.components() {
                     match component {
                         std::path::Component::ParentDir => {
-                            components.pop();
+                            if let Some(last) = components.last() {
+                                match last {
+                                    std::path::Component::RootDir | std::path::Component::Prefix(_) => {
+                                        // Path traversal block: do not pop root or prefix
+                                    }
+                                    std::path::Component::ParentDir => {
+                                        components.push(component);
+                                    }
+                                    _ => {
+                                        components.pop();
+                                    }
+                                }
+                            } else {
+                                components.push(component);
+                            }
                         }
                         std::path::Component::CurDir => {}
                         _ => components.push(component),