diff --git a/.github/matchers/eslint.json b/.github/matchers/eslint.json
new file mode 100644
index 0000000..56090a1
--- /dev/null
+++ b/.github/matchers/eslint.json
@@ -0,0 +1,22 @@
+{
+  "problemMatcher": [
+    {
+      "owner": "eslint-stylish",
+      "pattern": [
+        {
+          "regexp": "^(.+)$",
+          "file": 1
+        },
+        {
+          "regexp": "^\\s+(\\d+):(\\d+)\\s+(error|warning)\\s+(.+?)\\s{2,}(.+)$",
+          "line": 1,
+          "column": 2,
+          "severity": 3,
+          "message": 4,
+          "code": 5,
+          "loop": true
+        }
+      ]
+    }
+  ]
+}
diff --git a/.github/matchers/tsc.json b/.github/matchers/tsc.json
new file mode 100644
index 0000000..0e5ed2d
--- /dev/null
+++ b/.github/matchers/tsc.json
@@ -0,0 +1,18 @@
+{
+  "problemMatcher": [
+    {
+      "owner": "tsc",
+      "pattern": [
+        {
+          "regexp": "^(.+)\\((\\d+),(\\d+)\\):\\s+(error|warning)\\s+(TS\\d+):\\s+(.+)$",
+          "file": 1,
+          "line": 2,
+          "column": 3,
+          "severity": 4,
+          "code": 5,
+          "message": 6
+        }
+      ]
+    }
+  ]
+}
diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index 3bffdec..c12d020 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -2,54 +2,148 @@ name: CI
 
 on:
   push:
-    branches: [ main, develop ]
+    branches: [main, develop]
   pull_request:
-    branches: [ main, develop ]
+    branches: [main, develop]
+
+# Cancel in-progress runs for the same PR/branch
+concurrency:
+  group: ${{ github.workflow }}-${{ github.event.pull_request.number || github.ref }}
+  cancel-in-progress: true
 
 jobs:
-  build-and-test:
-    runs-on: ${{ matrix.os }}
-    
-    strategy:
-      matrix:
-        os: [ubuntu-latest, macos-latest, windows-latest]
-        node-version: ['20']
-    
+  # ============================================
+  # LINT - ESLint with GitHub annotations
+  # ============================================
+  lint:
+    name: Lint
+    runs-on: ubuntu-latest
     steps:
       - name: Checkout code
         uses: actions/checkout@v4
-        
-      - name: Setup Node.js ${{ matrix.node-version }}
+
+      - name: Setup Node.js
         uses: actions/setup-node@v4
         with:
-          node-version: ${{ matrix.node-version }}
-          cache: 'npm'
-          
+          node-version: "20"
+          cache: "npm"
+
       - name: Install dependencies
         run: npm ci
-        
-      - name: Run type check
+
+      # Setup ESLint problem matcher for annotations
+      - name: Setup ESLint problem matcher
+        run: echo "::add-matcher::.github/matchers/eslint.json"
+
+      - name: Run ESLint
+        run: npm run lint -- --format stylish
+
+  # ============================================
+  # TYPE CHECK - TypeScript compiler
+  # ============================================
+  type-check:
+    name: Type Check
+    runs-on: ubuntu-latest
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      - name: Setup Node.js
+        uses: actions/setup-node@v4
+        with:
+          node-version: "20"
+          cache: "npm"
+
+      - name: Install dependencies
+        run: npm ci
+
+      # Setup TypeScript problem matcher for annotations
+      - name: Setup TypeScript problem matcher
+        run: echo "::add-matcher::.github/matchers/tsc.json"
+
+      - name: Run TypeScript type check
         run: npm run type-check
-        
-      - name: Run lint
-        run: npm run lint
-        
+
+  # ============================================
+  # BUILD - Compile extension and webviews
+  # ============================================
+  build:
+    name: Build
+    runs-on: ubuntu-latest
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      - name: Setup Node.js
+        uses: actions/setup-node@v4
+        with:
+          node-version: "20"
+          cache: "npm"
+
+      - name: Install dependencies
+        run: npm ci
+
       - name: Compile extension
         run: npm run compile
-        
+
       - name: Compile webviews
         run: npm run compile:webview
-        
-      # Note: We don't inject telemetry secrets for CI builds
-      # The extension handles missing connection strings gracefully
-      - name: Package extension (without telemetry)
+
+      - name: Package extension
         run: npm run package
-        
+
       - name: Upload build artifacts
-        if: matrix.os == 'ubuntu-latest'
         uses: actions/upload-artifact@v4
         with:
-          name: dev-buddy-ci-build
-          path: '*.vsix'
+          name: dev-buddy-${{ github.sha }}
+          path: "*.vsix"
           retention-days: 7
 
+  # ============================================
+  # TESTS - Unit and integration tests
+  # (Uncomment when tests are added)
+  # ============================================
+  # tests:
+  #   name: Tests
+  #   runs-on: ubuntu-latest
+  #   steps:
+  #     - name: Checkout code
+  #       uses: actions/checkout@v4
+  #
+  #     - name: Setup Node.js
+  #       uses: actions/setup-node@v4
+  #       with:
+  #         node-version: "20"
+  #         cache: "npm"
+  #
+  #     - name: Install dependencies
+  #       run: npm ci
+  #
+  #     - name: Run tests with coverage
+  #       run: npm run test:coverage
+  #
+  #     - name: Upload coverage reports
+  #       uses: codecov/codecov-action@v4
+  #       with:
+  #         files: ./coverage/lcov.info
+  #         fail_ci_if_error: false
+  #         verbose: true
+
+  # ============================================
+  # CI SUCCESS - Gate for branch protection
+  # ============================================
+  ci-success:
+    name: CI Success
+    runs-on: ubuntu-latest
+    needs: [lint, type-check, build]
+    if: always()
+    steps:
+      - name: Check all jobs passed
+        run: |
+          if [[ "${{ needs.lint.result }}" != "success" ]] || \
+             [[ "${{ needs.type-check.result }}" != "success" ]] || \
+             [[ "${{ needs.build.result }}" != "success" ]]; then
+            echo "❌ One or more CI jobs failed"
+            exit 1
+          fi
+          echo "✅ All CI jobs passed"
diff --git a/.github/workflows/nightly.yml b/.github/workflows/nightly.yml
new file mode 100644
index 0000000..39ba9f5
--- /dev/null
+++ b/.github/workflows/nightly.yml
@@ -0,0 +1,91 @@
+name: Nightly Build
+
+on:
+  # Run every day at 2 AM UTC
+  schedule:
+    - cron: "0 2 * * *"
+  # Allow manual trigger
+  workflow_dispatch:
+
+jobs:
+  # ============================================
+  # MULTI-PLATFORM BUILD & TEST
+  # Full matrix testing on all platforms
+  # ============================================
+  nightly-build:
+    name: Build (${{ matrix.os }})
+    runs-on: ${{ matrix.os }}
+    strategy:
+      fail-fast: false
+      matrix:
+        os: [ubuntu-latest, macos-latest, windows-latest]
+        node-version: ["20"]
+
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      - name: Setup Node.js ${{ matrix.node-version }}
+        uses: actions/setup-node@v4
+        with:
+          node-version: ${{ matrix.node-version }}
+          cache: "npm"
+
+      - name: Install dependencies
+        run: npm ci
+
+      - name: Run type check
+        run: npm run type-check
+
+      - name: Run lint
+        run: npm run lint
+
+      - name: Compile extension
+        run: npm run compile
+
+      - name: Compile webviews
+        run: npm run compile:webview
+
+      # Note: We don't inject telemetry secrets for nightly builds
+      # The extension handles missing connection strings gracefully
+      - name: Package extension
+        run: npm run package
+
+      - name: Upload build artifacts
+        uses: actions/upload-artifact@v4
+        with:
+          name: dev-buddy-nightly-${{ matrix.os }}-${{ github.run_number }}
+          path: "*.vsix"
+          retention-days: 7
+
+  # ============================================
+  # NIGHTLY SUMMARY
+  # ============================================
+  nightly-summary:
+    name: Summary
+    runs-on: ubuntu-latest
+    needs: [nightly-build]
+    if: always()
+    steps:
+      - name: Generate summary
+        run: |
+          echo "## 🌙 Nightly Build Results" >> $GITHUB_STEP_SUMMARY
+          echo "" >> $GITHUB_STEP_SUMMARY
+          echo "| Platform | Status |" >> $GITHUB_STEP_SUMMARY
+          echo "|----------|--------|" >> $GITHUB_STEP_SUMMARY
+
+          # Check matrix job results
+          if [[ "${{ needs.nightly-build.result }}" == "success" ]]; then
+            echo "| All Platforms | ✅ Passed |" >> $GITHUB_STEP_SUMMARY
+          else
+            echo "| Some Platforms | ❌ Failed |" >> $GITHUB_STEP_SUMMARY
+          fi
+
+          echo "" >> $GITHUB_STEP_SUMMARY
+          echo "**Run:** #${{ github.run_number }}" >> $GITHUB_STEP_SUMMARY
+          echo "**Triggered by:** ${{ github.event_name }}" >> $GITHUB_STEP_SUMMARY
+
+      - name: Notify on failure
+        if: needs.nightly-build.result == 'failure'
+        run: |
+          echo "::warning::Nightly build failed! Check the workflow logs for details."
diff --git a/.gitignore b/.gitignore
index 5d5e6ce..eafc225 100644
--- a/.gitignore
+++ b/.gitignore
@@ -21,6 +21,12 @@ test-env/**/.env
 
 # TypeScript
 *.tsbuildinfo
+*.js.map
+
+# Test output
+test/unit/**/*.js
+test/unit/**/*.js.map
+coverage/
 
 # Test environments (Docker-based testing)
 test-env/**/data/
diff --git a/package-lock.json b/package-lock.json
index ba16adf..712ce83 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -1,12 +1,12 @@
 {
   "name": "dev-buddy",
-  "version": "0.8.1",
+  "version": "0.8.3",
   "lockfileVersion": 3,
   "requires": true,
   "packages": {
     "": {
       "name": "dev-buddy",
-      "version": "0.8.1",
+      "version": "0.8.3",
       "license": "SEE LICENSE IN LICENSE",
       "dependencies": {
         "@tiptap/extension-bubble-menu": "^3.13.0",