diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index e3529e5c1..07535b33a 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -155,7 +155,9 @@ jobs:
           path: |
             *.tsbuildinfo
             packages/*/*.tsbuildinfo
-          key: tsbuild-${{ runner.os }}-${{ hashFiles('package-lock.json', 'tsconfig*.json', 'packages/*/tsconfig.json') }}
+            dist
+            packages/*/dist
+          key: tsbuild-${{ runner.os }}-${{ hashFiles('package-lock.json', 'tsconfig*.json', 'packages/*/tsconfig.json', 'src/**/*.ts', 'packages/*/src/**/*.ts') }}
           restore-keys: |
             tsbuild-${{ runner.os }}-
 
@@ -222,7 +224,9 @@ jobs:
           path: |
             *.tsbuildinfo
             packages/*/*.tsbuildinfo
-          key: tsbuild-${{ runner.os }}-${{ hashFiles('package-lock.json', 'tsconfig*.json', 'packages/*/tsconfig.json') }}
+            dist
+            packages/*/dist
+          key: tsbuild-${{ runner.os }}-${{ hashFiles('package-lock.json', 'tsconfig*.json', 'packages/*/tsconfig.json', 'src/**/*.ts', 'packages/*/src/**/*.ts') }}
           restore-keys: |
             tsbuild-${{ runner.os }}-
 
@@ -259,7 +263,9 @@ jobs:
           path: |
             *.tsbuildinfo
             packages/*/*.tsbuildinfo
-          key: tsbuild-${{ runner.os }}-${{ hashFiles('package-lock.json', 'tsconfig*.json', 'packages/*/tsconfig.json') }}
+            dist
+            packages/*/dist
+          key: tsbuild-${{ runner.os }}-${{ hashFiles('package-lock.json', 'tsconfig*.json', 'packages/*/tsconfig.json', 'src/**/*.ts', 'packages/*/src/**/*.ts') }}
           restore-keys: |
             tsbuild-${{ runner.os }}-
 
diff --git a/src/resources/extensions/gsd/bootstrap/register-extension.ts b/src/resources/extensions/gsd/bootstrap/register-extension.ts
index 1ed3031cd..bdcc436ab 100644
--- a/src/resources/extensions/gsd/bootstrap/register-extension.ts
+++ b/src/resources/extensions/gsd/bootstrap/register-extension.ts
@@ -11,6 +11,7 @@ import { registerQueryTools } from "./query-tools.js";
 import { registerHooks } from "./register-hooks.js";
 import { registerShortcuts } from "./register-shortcuts.js";
 import { writeCrashLog } from "./crash-log.js";
+import { logWarning } from "../workflow-logger.js";
 
 export { writeCrashLog } from "./crash-log.js";
 
@@ -86,8 +87,9 @@ export function registerGsdExtension(pi: ExtensionAPI): void {
     try {
       register();
     } catch (err) {
-      process.stderr.write(
-        `[gsd] Failed to register ${name}: ${err instanceof Error ? err.message : String(err)}\n`,
+      logWarning(
+        "bootstrap",
+        `Failed to register ${name}: ${err instanceof Error ? err.message : String(err)}`,
       );
     }
   }
diff --git a/src/resources/extensions/gsd/index.ts b/src/resources/extensions/gsd/index.ts
index a50fd6c24..88bc6ee15 100644
--- a/src/resources/extensions/gsd/index.ts
+++ b/src/resources/extensions/gsd/index.ts
@@ -28,8 +28,10 @@ export default async function registerExtension(pi: ExtensionAPI) {
     const { registerGsdExtension } = await import("./bootstrap/register-extension.js");
     registerGsdExtension(pi);
   } catch (err) {
-    process.stderr.write(
-      `[gsd] Extension setup partially failed — /gsd commands are available but shortcuts/tools may be missing: ${err instanceof Error ? err.message : String(err)}\n`,
+    const { logWarning } = await import("./workflow-logger.js");
+    logWarning(
+      "bootstrap",
+      `Extension setup partially failed — /gsd commands are available but shortcuts/tools may be missing: ${err instanceof Error ? err.message : String(err)}`,
     );
   }
 }
diff --git a/src/resources/extensions/gsd/tests/extension-bootstrap-isolation.test.ts b/src/resources/extensions/gsd/tests/extension-bootstrap-isolation.test.ts
index 24c2193e0..f48f91dcd 100644
--- a/src/resources/extensions/gsd/tests/extension-bootstrap-isolation.test.ts
+++ b/src/resources/extensions/gsd/tests/extension-bootstrap-isolation.test.ts
@@ -58,14 +58,14 @@ describe("index.ts bootstrap isolation", () => {
     );
   });
 
-  test("writes to stderr on bootstrap failure", () => {
+  test("logs warning on bootstrap failure via workflow-logger", () => {
     assert.ok(
-      indexSrc.includes("process.stderr.write"),
-      "must write to stderr when bootstrap fails",
+      indexSrc.includes("logWarning"),
+      "must use logWarning when bootstrap fails",
     );
     assert.ok(
-      indexSrc.includes("[gsd] Extension setup partially failed"),
-      "stderr message must indicate partial failure with /gsd still available",
+      indexSrc.includes("Extension setup partially failed"),
+      "warning message must indicate partial failure with /gsd still available",
     );
   });
 });
@@ -141,10 +141,14 @@ describe("register-extension.ts defensive registration", () => {
     );
   });
 
-  test("writes to stderr when a non-critical registration fails", () => {
+  test("logs warning when a non-critical registration fails", () => {
     assert.ok(
-      registerExtSrc.includes("[gsd] Failed to register"),
-      "must write descriptive error to stderr for individual registration failures",
+      registerExtSrc.includes("Failed to register"),
+      "must log descriptive warning for individual registration failures",
+    );
+    assert.ok(
+      registerExtSrc.includes("logWarning"),
+      "must use logWarning from workflow-logger",
     );
   });
 });