diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index f049c6c18c2..4aafa2dbe9f 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -700,3 +700,48 @@ jobs:
           is_stable: ${{ needs.compute-release-context.outputs.is_stable }}
           is_active_major: ${{ needs.compute-release-context.outputs.is_active_major }}
           token: ${{ steps.app-token.outputs.token }}
+
+  update-azure-pipelines-extension:
+    name: 🔄 Update Azure Pipelines Extension
+    runs-on: ubuntu-latest
+    needs: [compute-release-context, publish-release]
+    if: needs.compute-release-context.outputs.is_stable == 'true'
+
+    steps:
+      - name: 🔐 Create GitHub App token
+        id: app-token
+        uses: actions/create-github-app-token@1b10c78c7865c340bc4f6099eb2f838309f1e8c3 # v3
+        with:
+          app-id: ${{ secrets.ACTIONS_APP_ID }}
+          private-key: ${{ secrets.ACTIONS_APP_PRIVATE_KEY }}
+          owner: ChilliCream
+          repositories: nitro-azure-pipelines-tasks
+
+      - name: 🚀 Dispatch extension release workflow
+        id: dispatch
+        env:
+          GH_TOKEN: ${{ steps.app-token.outputs.token }}
+          REPO: ChilliCream/nitro-azure-pipelines-tasks
+          VERSION: ${{ needs.compute-release-context.outputs.git_tag }}
+          IS_ACTIVE_MAJOR: ${{ needs.compute-release-context.outputs.is_active_major }}
+        shell: bash
+        run: |
+          set -euo pipefail
+          RUN_URL=$(gh workflow run release.yaml --repo "$REPO" --ref main \
+            -f version="$VERSION" \
+            -f is_active_major="$IS_ACTIVE_MAJOR")
+          if [ -z "$RUN_URL" ]; then
+            echo "::error::Dispatch did not return a run URL. Requires gh >= 2.87.0."
+            exit 1
+          fi
+          RUN_ID="${RUN_URL##*/}"
+          echo "run-id=$RUN_ID" >> "$GITHUB_OUTPUT"
+          echo "Dispatched run: $RUN_URL"
+
+      - name: 👀 Watch extension release run
+        env:
+          GH_TOKEN: ${{ steps.app-token.outputs.token }}
+          REPO: ChilliCream/nitro-azure-pipelines-tasks
+          RUN_ID: ${{ steps.dispatch.outputs.run-id }}
+        shell: bash
+        run: gh run watch "$RUN_ID" --repo "$REPO" --exit-status --compact