diff --git a/NEXT_CHANGELOG.md b/NEXT_CHANGELOG.md
index 0691ed444..ebb30fd47 100644
--- a/NEXT_CHANGELOG.md
+++ b/NEXT_CHANGELOG.md
@@ -8,6 +8,8 @@
 
 ### Bug Fixes
 
+* Fixed requests with a streaming body (e.g. `files().upload()`) silently uploading an empty body when retried. A single-use `InputStream` body is consumed by the first attempt, so retrying a retriable error (e.g. HTTP 503) re-sent an empty stream, which could write a 0-byte file or surface as a confusing error. The SDK no longer retries a streaming request once its body has been sent, and instead surfaces the original error so the caller can retry with a fresh stream.
+
 ### Security Vulnerabilities
 
 ### Documentation
diff --git a/databricks-sdk-java/src/main/java/com/databricks/sdk/core/ApiClient.java b/databricks-sdk-java/src/main/java/com/databricks/sdk/core/ApiClient.java
index 3cbd0d61a..b45644af6 100644
--- a/databricks-sdk-java/src/main/java/com/databricks/sdk/core/ApiClient.java
+++ b/databricks-sdk-java/src/main/java/com/databricks/sdk/core/ApiClient.java
@@ -275,6 +275,22 @@ private Response executeInner(Request in, String path, RequestOptions options) {
       if (!retryStrategy.isRetriable(databricksError)) {
         throw databricksError;
       }
+
+      // A streaming request body (e.g. Files.upload) is backed by a single-use InputStream that the
+      // first attempt consumes as it is sent. Receiving an HTTP response (response != null) proves
+      // the body was already transmitted, so retrying would re-send an empty body and silently
+      // upload 0 bytes (or surface as a confusing downstream error). Since the stream cannot be
+      // rewound, surface the original error instead so the caller can retry with a fresh stream.
+      // Transport-level IOErrors (response == null, e.g. a pre-send ConnectException) are left to
+      // retry as before, since in that case the stream may not have been read.
+      if (in.isBodyStreaming() && response != null) {
+        LOG.debug(
+            "Not retrying {} despite a retriable error: the request has a non-repeatable streaming"
+                + " body that was already consumed by the previous attempt",
+            in.getRequestLine());
+        throw databricksError;
+      }
+
       if (attemptNumber == maxAttempts) {
         throw new DatabricksException(
             String.format("Request %s failed after %d retries", in, maxAttempts), databricksError);
diff --git a/databricks-sdk-java/src/test/java/com/databricks/sdk/core/ApiClientTest.java b/databricks-sdk-java/src/test/java/com/databricks/sdk/core/ApiClientTest.java
index fa1bb6a6c..c873840cc 100644
--- a/databricks-sdk-java/src/test/java/com/databricks/sdk/core/ApiClientTest.java
+++ b/databricks-sdk-java/src/test/java/com/databricks/sdk/core/ApiClientTest.java
@@ -6,7 +6,9 @@
 import com.databricks.sdk.core.error.PrivateLinkValidationError;
 import com.databricks.sdk.core.error.details.ErrorDetails;
 import com.databricks.sdk.core.error.details.ErrorInfo;
+import com.databricks.sdk.core.error.platform.TemporarilyUnavailable;
 import com.databricks.sdk.core.error.platform.TooManyRequests;
+import com.databricks.sdk.core.http.HttpClient;
 import com.databricks.sdk.core.http.Request;
 import com.databricks.sdk.core.http.Response;
 import com.databricks.sdk.core.utils.FakeTimer;
@@ -15,10 +17,13 @@
 import com.fasterxml.jackson.core.JsonProcessingException;
 import com.fasterxml.jackson.databind.ObjectMapper;
 import com.google.errorprone.annotations.CanIgnoreReturnValue;
+import java.io.ByteArrayInputStream;
 import java.io.IOException;
+import java.io.InputStream;
 import java.net.MalformedURLException;
 import java.net.URL;
 import java.net.UnknownHostException;
+import java.nio.charset.StandardCharsets;
 import java.time.*;
 import java.util.*;
 import org.apache.http.impl.EnglishReasonPhraseCatalog;
@@ -484,6 +489,118 @@ void privateLinkRedirectBecomesPrivateLinkValidationError() throws MalformedURLE
     assertTrue(e.getMessage().contains("AWS PrivateLink"));
   }
 
+  /**
+   * A fake HttpClient that reads the request body to EOF on every call, mirroring how the real
+   * CommonsHttpClient drains the entity onto the wire. It records the number of body bytes actually
+   * transmitted per attempt, so tests can assert what a retry would (or would not) send. The status
+   * code returned for each attempt is supplied up front.
+   */
+  private static class BodyReadingHttpClient implements HttpClient {
+    private final Deque<Integer> statusCodes;
+    final List<Integer> bytesReadPerAttempt = new ArrayList<>();
+
+    BodyReadingHttpClient(Integer... statusCodesInOrder) {
+      this.statusCodes = new ArrayDeque<>(Arrays.asList(statusCodesInOrder));
+    }
+
+    @Override
+    public Response execute(Request in) throws IOException {
+      // The SDK issues a best-effort GET /.well-known/databricks-config host-metadata pre-flight
+      // through this same client before the request under test. Ignore it: return a benign 404
+      // (the SDK falls back to user config) without recording it or consuming a status code.
+      if (in.getUrl().contains("/.well-known/")) {
+        return new Response(in, 404, "Not Found", Collections.emptyMap());
+      }
+      int total = 0;
+      if (in.isBodyStreaming() && in.getBodyStream() != null) {
+        InputStream is = in.getBodyStream();
+        byte[] buf = new byte[4096];
+        int r;
+        while ((r = is.read(buf)) != -1) {
+          total += r;
+        }
+      } else if (in.isBodyString() && in.getBodyString() != null) {
+        total = in.getBodyString().getBytes(StandardCharsets.UTF_8).length;
+      }
+      bytesReadPerAttempt.add(total);
+      int status = statusCodes.isEmpty() ? 204 : statusCodes.removeFirst();
+      String reason = EnglishReasonPhraseCatalog.INSTANCE.getReason(status, Locale.ENGLISH);
+      return new Response(in, status, reason, Collections.emptyMap());
+    }
+  }
+
+  private ApiClient apiClientWith(HttpClient httpClient) {
+    DatabricksConfig config =
+        new DatabricksConfig()
+            .setHost("http://my.host")
+            .setCredentialsProvider(new DummyCredentialsProvider())
+            .setHttpClient(httpClient);
+    return new ApiClient(config, new FakeTimer());
+  }
+
+  @Test
+  void doesNotRetryStreamingBodyAfterResponse() throws IOException {
+    // Regression test for the streaming-upload retry bug: a streaming request body (e.g.
+    // Files.upload) is backed by a single-use InputStream that the first attempt consumes as it is
+    // sent. If the SDK retried after a 503, it would re-send the now-exhausted stream as a 0-byte
+    // body, silently uploading an empty file. Using a transport that actually reads the body (like
+    // the real CommonsHttpClient) and would return 204 on a retry, we assert on the bytes actually
+    // transmitted per attempt: without the fix this records [13, 0] (an empty retry that "succeeds"
+    // with 204); with the fix the upload is attempted exactly once and the original 503 is thrown.
+    byte[] contents = "file-contents".getBytes(StandardCharsets.UTF_8);
+    // Second status (204) is what a buggy empty-body retry would receive; the fix means it is never
+    // reached, but supplying it lets this test capture the empty retry as a byte count if it were.
+    BodyReadingHttpClient hc = new BodyReadingHttpClient(503, 204);
+    ApiClient client = apiClientWith(hc);
+
+    InputStream body = new ByteArrayInputStream(contents);
+    DatabricksError thrown = null;
+    try {
+      client.execute(new Request("PUT", "/api/2.0/fs/files/Volumes/c/s/v/f", body), Void.class);
+    } catch (DatabricksError e) {
+      thrown = e;
+    }
+
+    // The upload must be attempted exactly once: retrying is unsafe once the body has been sent.
+    // Without the guard this is [13, 0] (the empty-body retry) — the message points right at it.
+    assertEquals(
+        1,
+        hc.bytesReadPerAttempt.size(),
+        "streaming upload must not be retried after the body was sent; the retry would send an empty"
+            + " body. Bytes sent per attempt: "
+            + hc.bytesReadPerAttempt);
+    // That single attempt transmitted the full body ...
+    assertEquals(contents.length, hc.bytesReadPerAttempt.get(0));
+    // ... and the stream is now exhausted, which is exactly why a resend would upload 0 bytes.
+    assertEquals(-1, body.read(), "stream is single-use and should be fully consumed");
+    // The original transient error is surfaced to the caller (who can retry with a fresh stream)
+    // rather than being masked by a bogus 204 success.
+    assertNotNull(thrown, "the original 503 must be surfaced to the caller");
+    assertInstanceOf(TemporarilyUnavailable.class, thrown);
+    assertEquals(503, thrown.getStatusCode());
+  }
+
+  @Test
+  void retriesNonStreamingBodyOn503AndResendsFullBody() throws IOException {
+    // Complement to doesNotRetryStreamingBodyAfterResponse: a string-bodied request is repeatable,
+    // so the same 503 must still be retried, and crucially the retry must re-send the full body
+    // (a fresh entity is built per attempt). This confirms the streaming guard is scoped narrowly
+    // and does not regress ordinary requests.
+    String jsonBody = "{\"key\":\"value\"}";
+    BodyReadingHttpClient hc = new BodyReadingHttpClient(503, 200);
+    ApiClient client = apiClientWith(hc);
+
+    client.execute(
+        new Request("POST", "/api/2.0/sql/statements/", jsonBody), MyEndpointResponse.class);
+
+    // Two attempts were made: the 503 was retried ...
+    assertEquals(2, hc.bytesReadPerAttempt.size());
+    // ... and both attempts sent the full body (the string body is re-sendable, unlike a stream).
+    int expected = jsonBody.getBytes(StandardCharsets.UTF_8).length;
+    assertEquals(expected, hc.bytesReadPerAttempt.get(0));
+    assertEquals(expected, hc.bytesReadPerAttempt.get(1));
+  }
+
   @Test
   void testDefaultWorkspaceIdReturnsNullWhenNotSet() {
     Request req = getBasicRequest();