diff --git a/.github/labels.yml b/.github/labels.yml
index c00232c..f6526ba 100644
--- a/.github/labels.yml
+++ b/.github/labels.yml
@@ -28,3 +28,9 @@
 - name: good first issue
   description: A good first issue to get started with
   color: d3fc03
+- name: "failure:release"
+  description: An issue filed automatically when a release workflow run fails
+  color: f00a0a
+- name: "failure:push"
+  description: An issue filed automatically when a push buildpackage workflow run fails
+  color: f00a0a
diff --git a/.github/workflows/create-draft-release.yml b/.github/workflows/create-draft-release.yml
index 0336e28..e2b63ed 100644
--- a/.github/workflows/create-draft-release.yml
+++ b/.github/workflows/create-draft-release.yml
@@ -110,3 +110,22 @@ jobs:
               "content_type": "application/gzip"
             }
           ]
+
+  failure:
+    name: Alert on Failure
+    runs-on: ubuntu-latest
+    needs: [ unit, integration, release ]
+    if: ${{ always() && needs.unit.result == 'failure' || needs.integration.result == 'failure' || needs.release.result == 'failure' }}
+    steps:
+    - name: File Failure Alert Issue
+      uses: paketo-buildpacks/github-config/actions/issue/file@main
+      with:
+        token: ${{ secrets.GITHUB_TOKEN }}
+        repo: ${{ github.repository }}
+        label: "failure:release"
+        comment_if_exists: true
+        issue_title: "Failure: Create Draft Release workflow"
+        issue_body: |
+          Create Draft Release workflow [failed](https://github.com/${{github.repository}}/actions/runs/${{github.run_id}}).
+        comment_body: |
+           Another failure occurred: https://github.com/${{github.repository}}/actions/runs/${{github.run_id}}
diff --git a/.github/workflows/push-buildpackage.yml b/.github/workflows/push-buildpackage.yml
index 8a7d4f2..f294710 100644
--- a/.github/workflows/push-buildpackage.yml
+++ b/.github/workflows/push-buildpackage.yml
@@ -73,3 +73,22 @@ jobs:
         version: ${{ steps.event.outputs.tag_full }}
         address: ${{ steps.push.outputs.image }}@${{ steps.push.outputs.digest }}
         token: ${{ secrets.PAKETO_BOT_GITHUB_TOKEN }}
+
+  failure:
+    name: Alert on Failure
+    runs-on: ubuntu-latest
+    needs: [push]
+    if: ${{ always() && needs.push.result == 'failure' }}
+    steps:
+    - name: File Failure Alert Issue
+      uses: paketo-buildpacks/github-config/actions/issue/file@main
+      with:
+        token: ${{ secrets.GITHUB_TOKEN }}
+        repo: ${{ github.repository }}
+        label: "failure:push"
+        comment_if_exists: true
+        issue_title: "Failure: Push Buildpackage workflow"
+        issue_body: |
+          Push Buildpackage workflow [failed](https://github.com/${{github.repository}}/actions/runs/${{github.run_id}}).
+        comment_body: |
+           Another failure occurred: https://github.com/${{github.repository}}/actions/runs/${{github.run_id}}