diff --git a/.github/labeler.yml b/.github/labeler.yml
new file mode 100644
index 0000000..a927daf
--- /dev/null
+++ b/.github/labeler.yml
@@ -0,0 +1,14 @@
+internal:
+  - all:
+    - changed-files:
+      - any-glob-to-any-file:
+        - .github/**
+        - .gitignore
+      - all-globs-to-all-files:
+        - '!docker-images/requirements.txt'
+
+upgrade:
+  - all:
+    - changed-files:
+      - any-glob-to-any-file:
+        - docker-images/requirements.txt
diff --git a/.github/workflows/labeler.yml b/.github/workflows/labeler.yml
new file mode 100644
index 0000000..b55d0eb
--- /dev/null
+++ b/.github/workflows/labeler.yml
@@ -0,0 +1,33 @@
+name: Labels
+on:
+  pull_request_target:
+    types:
+      - opened
+      - synchronize
+      - reopened
+      # For label-checker
+      - labeled
+      - unlabeled
+
+jobs:
+  labeler:
+    permissions:
+      contents: read
+      pull-requests: write
+    runs-on: ubuntu-latest
+    steps:
+    - uses: actions/labeler@v5
+      if: ${{ github.event.action != 'labeled' && github.event.action != 'unlabeled' }}
+    - run: echo "Done adding labels"
+  # Run this after labeler applied labels
+  check-labels:
+    needs:
+      - labeler
+    permissions:
+      pull-requests: read
+    runs-on: ubuntu-latest
+    steps:
+      - uses: docker://agilepathway/pull-request-label-checker:latest
+        with:
+          one_of: breaking,security,feature,bug,refactor,upgrade,docs,internal
+          repo_token: ${{ secrets.GITHUB_TOKEN }}