diff --git a/.gitea/workflows/auto-label.yml b/.gitea/workflows/auto-label.yml
new file mode 100644
index 0000000..f2a4acd
--- /dev/null
+++ b/.gitea/workflows/auto-label.yml
@@ -0,0 +1,28 @@
+name: Auto Label PR
+
+on:
+  pull_request:
+    types: [opened, synchronize, reopened]
+
+jobs:
+  add-automerge-label:
+    runs-on: [macos, host]
+    steps:
+      - name: Add 'automerge' label to PR
+        env:
+          CI_TOKEN: ${{ secrets.CI_TOKEN }}
+          GITEA_BASE_URL: https://gitea.jaybe.dev
+          PR_NUMBER: ${{ github.event.pull_request.number }}
+          REPO: ${{ github.repository }}
+        run: |
+          set -euo pipefail
+          if [ -z "${CI_TOKEN:-}" ]; then
+            echo "CI_TOKEN not set; skipping labeling"; exit 0; fi
+          OWNER=$(echo "$REPO" | cut -d'/' -f1)
+          NAME=$(echo "$REPO" | cut -d'/' -f2)
+          echo "Labeling PR #$PR_NUMBER on $OWNER/$NAME with 'automerge'"
+          curl -sS -X POST \
+            -H "Content-Type: application/json" \
+            -H "Authorization: token ${CI_TOKEN}" \
+            "${GITEA_BASE_URL}/api/v1/repos/${OWNER}/${NAME}/issues/${PR_NUMBER}/labels" \
+            -d '["automerge"]' || true
diff --git a/.gitea/workflows/ci.yml b/.gitea/workflows/ci.yml
index 4f5e814..a23b789 100644
--- a/.gitea/workflows/ci.yml
+++ b/.gitea/workflows/ci.yml
@@ -56,6 +56,13 @@ jobs:
             echo "CI_TOKEN not set; skipping auto-merge"; exit 0; fi
           OWNER=$(echo "$REPO" | cut -d'/' -f1)
           NAME=$(echo "$REPO" | cut -d'/' -f2)
+          echo "Checking labels for PR #$PR_NUMBER on $OWNER/$NAME"
+          LABELS_JSON=$(curl -sS -X GET \
+            -H "Authorization: token ${CI_TOKEN}" \
+            "${GITEA_BASE_URL}/api/v1/repos/${OWNER}/${NAME}/issues/${PR_NUMBER}")
+          if ! echo "$LABELS_JSON" | grep -qi '"name":"automerge"'; then
+            echo "Label 'automerge' not present; skipping merge"; exit 0; fi
+          echo "Label 'automerge' present; proceeding to merge"
           echo "Merging PR #$PR_NUMBER for $OWNER/$NAME"
           RESP=$(curl -sS -X POST \
             -H "Content-Type: application/json" \
diff --git a/MAIN_PLAN.md b/MAIN_PLAN.md
index 97fa80a..0accd96 100644
--- a/MAIN_PLAN.md
+++ b/MAIN_PLAN.md
@@ -251,3 +251,7 @@
 - [ci] automerge 재검증용 ping (2025-11-14 21:36:38)
 
 - [ci] auto-pr 라벨 자동부여 재검증 ping (2025-11-14 21:45:14)
+
+- [ci] auto-label 재트리거 ping (2025-11-14 21:56:22)
+
+- [ci] automerge 라벨 수동부여 후 재트리거 ping (2025-11-14 22:01:41)