diff --git a/.github/workflows/apt.yml b/.github/workflows/apt.yml
index cc2b7faf..099aefff 100644
--- a/.github/workflows/apt.yml
+++ b/.github/workflows/apt.yml
@@ -248,6 +248,24 @@ jobs:
       - name: Run Test  ${{ matrix.test }} on ${{ matrix.container-image }}
         run: fluent-package/apt/systemd-test/test.sh ${{ matrix.container-image }} ${{ matrix.test }}
 
+  retry_test:
+    runs-on: ubuntu-latest
+    needs: test
+    if: failure() && github.run_attempt == 1
+    permissions:
+      actions: write
+    steps:
+      - name: Trigger Retry via GitHub API
+        uses: actions/github-script@3a2844b7e9c422d3c10d287c895573f7108da1b3 # v9.0.0
+        with:
+          script: |
+            console.log(`Job failed. Attempt number: ${context.runAttempt}. Triggering automatic retry...`);
+            await github.rest.actions.reRunWorkflowFailedJobs({
+              owner: context.repo.owner,
+              repo: context.repo.repo,
+              run_id: context.runId
+            });
+
   confluent_test:
     name: Confluent Test
     runs-on: ubuntu-latest
diff --git a/.github/workflows/windows.yml b/.github/workflows/windows.yml
index 1aa3b4f8..55be2093 100644
--- a/.github/workflows/windows.yml
+++ b/.github/workflows/windows.yml
@@ -112,3 +112,21 @@ jobs:
           --volume ${PWD}:C:\fluentd:ro `
           mcr.microsoft.com/dotnet/framework/runtime:3.5 `
           powershell -ExecutionPolicy Bypass -Command "C:\fluentd\fluent-package\msi\${{ matrix.test }}"
+
+  retry_test:
+    runs-on: windows-2022
+    needs: test
+    if: failure() && github.run_attempt == 1
+    permissions:
+      actions: write
+    steps:
+      - name: Trigger Retry via GitHub API
+        uses: actions/github-script@3a2844b7e9c422d3c10d287c895573f7108da1b3 # v9.0.0
+        with:
+          script: |
+            console.log(`Job failed. Attempt number: ${context.runAttempt}. Triggering automatic retry...`);
+            await github.rest.actions.reRunWorkflowFailedJobs({
+              owner: context.repo.owner,
+              repo: context.repo.repo,
+              run_id: context.runId
+            });
diff --git a/.github/workflows/yum.yml b/.github/workflows/yum.yml
index 27cb08e6..fdd15fc3 100644
--- a/.github/workflows/yum.yml
+++ b/.github/workflows/yum.yml
@@ -282,6 +282,24 @@ jobs:
       - name: Run Test ${{ matrix.test }} on ${{ matrix.test-incus-image }}
         run: fluent-package/yum/systemd-test/test.sh ${{ matrix.test-incus-image }} ${{ matrix.test }}
 
+  retry_v2test:
+    runs-on: ubuntu-latest
+    needs: v2test
+    if: failure() && github.run_attempt == 1
+    permissions:
+      actions: write
+    steps:
+      - name: Trigger Retry via GitHub API
+        uses: actions/github-script@3a2844b7e9c422d3c10d287c895573f7108da1b3 # v9.0.0
+        with:
+          script: |
+            console.log(`Job failed. Attempt number: ${context.runAttempt}. Triggering automatic retry...`);
+            await github.rest.actions.reRunWorkflowFailedJobs({
+              owner: context.repo.owner,
+              repo: context.repo.repo,
+              run_id: context.runId
+            });
+
   confluent_test:
     name: Confluent Test
     runs-on: ubuntu-latest