diff --git a/.github/issues-auto-labeler.yml b/.github/issues-auto-labels.yml
similarity index 100%
rename from .github/issues-auto-labeler.yml
rename to .github/issues-auto-labels.yml
diff --git a/.github/pr-auto-labels,yml b/.github/pr-auto-labels,yml
new file mode 100644
index 000000000..1e94c18da
--- /dev/null
+++ b/.github/pr-auto-labels,yml
@@ -0,0 +1,29 @@
+🏭 Backend Changes:
+  - "src/**"
+  - "server.js"
+  - "plugins.js"
+  - "recover.js"
+  - "webpack.config.js"
+  - "Start.bat"
+  - "start.sh"
+  - "UpdateAndStart.bat"
+  - "UpdateForkAndStart.bat"
+
+🛠️ Build Changes:
+  - ".github/workflows/**"
+  - "docker/**"
+  - ".dockerignore"
+  - "Dockerfile"
+  - "webpack.config.js"
+
+🌐 Language:
+  - "public/locales/**"
+
+📥 Dependencies:
+  - "public/lib/**" # Every frontend lib counts as a dependency as well
+  - "package.json"
+  - "package-lock.json"
+  - "tests/package.json"
+  - "tests/package-lock.json"
+  - "src/electron/package.json"
+  - "src/electron/package-lock.json"
diff --git a/.github/workflows/issues-auto-manager.yml b/.github/workflows/issues-auto-manager.yml
index 72f1c8ca9..00b67258e 100644
--- a/.github/workflows/issues-auto-manager.yml
+++ b/.github/workflows/issues-auto-manager.yml
@@ -20,7 +20,7 @@ jobs:
         # https://github.com/marketplace/actions/regex-issue-labeler
         uses: github/issue-labeler@v3
         with:
-          configuration-path: .github/issues-auto-labeler.yml
+          configuration-path: .github/issues-auto-labels.yml
           enable-versioned-regex: 0
           repo-token: ${{ secrets.BOT_GITHUB_TOKEN || secrets.GITHUB_TOKEN }}
 
diff --git a/.github/workflows/pr-auto-manager.yml b/.github/workflows/pr-auto-manager.yml
index 83e3bf51b..03ef5884e 100644
--- a/.github/workflows/pr-auto-manager.yml
+++ b/.github/workflows/pr-auto-manager.yml
@@ -20,7 +20,7 @@ jobs:
           commentOnDirty: "This pull request has conflicts. Please resolve them, otherwise it cannot be merged."
 
   pr-size-labeler:
-    name: Label PR Size
+    name: Apply Label for PR Size
     runs-on: ubuntu-latest
 
     steps:
@@ -49,6 +49,30 @@ jobs:
             "package-lock.json"
             "public/lib/*"
 
+  label-release-prs:
+    name: Label PRs Targeting Release Branch
+    runs-on: ubuntu-latest
+
+    steps:
+      - name: Label PRs Targeting Release Branch
+        if: github.base_ref == 'release'
+        run: |
+          gh pr edit ${{ github.event.pull_request.number }} --add-label "❗ Against Release Branch"
+        env:
+          GITHUB_TOKEN: ${{ secrets.BOT_GITHUB_TOKEN || secrets.GITHUB_TOKEN }}
+
+  apply-file-based-labels:
+    name: Apply Labels Based on Changed Files
+    runs-on: ubuntu-latest
+
+    steps:
+      - name: Apply Labels Based on Changed Files
+        # Pull Request Labeler
+        # https://github.com/marketplace/actions/labeler
+        uses: actions/labeler@v5
+        with:
+          repo-token: ${{ secrets.BOT_GITHUB_TOKEN || secrets.GITHUB_TOKEN }}
+
   pr-auto-comments:
     name: Post PR Comments Based on Labels
     needs: [check-merge-conflicts, pr-size-labeler]