diff --git a/.github/workflows/link-checker.yml b/.github/workflows/link-checker.yml
new file mode 100644
index 00000000..34712b19
--- /dev/null
+++ b/.github/workflows/link-checker.yml
@@ -0,0 +1,203 @@
+name: Link Checker
+
+on:
+  schedule:
+    - cron: '0 2 * * *'
+  workflow_dispatch:
+    inputs:
+      check_type:
+        description: 'Type of link check to perform'
+        required: true
+        default: 'deep'
+        type: choice
+        options:
+          - 'quick'
+          - 'deep'
+      base_url:
+        description: 'Base URL to check'
+        required: false
+        default: 'https://developers.glean.com'
+        type: string
+
+permissions:
+  contents: read
+  issues: write
+  pull-requests: write
+
+jobs:
+  link-check:
+    name: Check Links
+    runs-on: ubuntu-latest
+    steps:
+      - name: Checkout repository
+        uses: actions/checkout@v4
+        with:
+          sparse-checkout: |
+            scripts/check-links.sh
+          sparse-checkout-cone-mode: false
+
+      - name: Cache lychee
+        id: cache-lychee
+        uses: actions/cache@v4
+        with:
+          path: ~/.cargo/bin/lychee
+          key: lychee-${{ runner.os }}-v1
+
+      - name: Install lychee
+        if: steps.cache-lychee.outputs.cache-hit != 'true'
+        run: |
+          curl -sSL https://github.com/lycheeverse/lychee/releases/latest/download/lychee-x86_64-unknown-linux-gnu.tar.gz | tar -xz
+          mkdir -p ~/.cargo/bin
+          mv lychee ~/.cargo/bin/
+          echo "$HOME/.cargo/bin" >> $GITHUB_PATH
+
+      - name: Verify lychee installation
+        run: lychee --version
+
+      - name: Set check parameters
+        id: params
+        run: |
+          if [ "${{ github.event_name }}" = "workflow_dispatch" ]; then
+            echo "check_type=${{ github.event.inputs.check_type }}" >> $GITHUB_OUTPUT
+            echo "base_url=${{ github.event.inputs.base_url }}" >> $GITHUB_OUTPUT
+          else
+            echo "check_type=deep" >> $GITHUB_OUTPUT
+            echo "base_url=https://developers.glean.com" >> $GITHUB_OUTPUT
+          fi
+
+      - name: Run link check
+        id: link-check
+        run: |
+          base_url="${{ steps.params.outputs.base_url }}"
+          check_type="${{ steps.params.outputs.check_type }}"
+          
+          echo "🔍 Running $check_type link check on $base_url"
+          
+          if [ "$check_type" = "deep" ]; then
+            echo "deep_check=true" >> $GITHUB_OUTPUT
+            ./scripts/check-links.sh "$base_url" true > link-check-results.txt 2>&1
+          else
+            echo "deep_check=false" >> $GITHUB_OUTPUT
+            ./scripts/check-links.sh "$base_url" false > link-check-results.txt 2>&1
+          fi
+          
+          exit_code=$?
+          echo "exit_code=$exit_code" >> $GITHUB_OUTPUT
+          
+          if [ $exit_code -eq 0 ]; then
+            echo "✅ Link check passed!"
+            echo "status=success" >> $GITHUB_OUTPUT
+          else
+            echo "❌ Link check failed with errors"
+            echo "status=failure" >> $GITHUB_OUTPUT
+          fi
+
+      - name: Parse results
+        id: parse-results
+        run: |
+          if [ -f link-check-results.txt ]; then
+            total_links=$(grep -o "Total: [0-9,]*" link-check-results.txt | tail -1 | grep -o "[0-9,]*" | tr -d ',')
+            errors=$(grep -o "Errors: [0-9,]*" link-check-results.txt | tail -1 | grep -o "[0-9,]*" | tr -d ',')
+            excluded=$(grep -o "Excluded: [0-9,]*" link-check-results.txt | tail -1 | grep -o "[0-9,]*" | tr -d ',')
+            
+            echo "total_links=${total_links:-0}" >> $GITHUB_OUTPUT
+            echo "errors=${errors:-0}" >> $GITHUB_OUTPUT
+            echo "excluded=${excluded:-0}" >> $GITHUB_OUTPUT
+            
+            echo "Results Summary:"
+            echo "Total links checked: ${total_links:-0}"
+            echo "Errors found: ${errors:-0}"
+            echo "Links excluded: ${excluded:-0}"
+          fi
+
+      - name: Upload results
+        if: always()
+        uses: actions/upload-artifact@v4
+        with:
+          name: link-check-results-${{ steps.params.outputs.check_type }}
+          path: link-check-results.txt
+          retention-days: 30
+
+      - name: Create job summary
+        if: always()
+        run: |
+          echo "# Link Check Results" >> $GITHUB_STEP_SUMMARY
+          echo "" >> $GITHUB_STEP_SUMMARY
+          echo "**Check Type:** ${{ steps.params.outputs.check_type }}" >> $GITHUB_STEP_SUMMARY
+          echo "**Base URL:** ${{ steps.params.outputs.base_url }}" >> $GITHUB_STEP_SUMMARY
+          echo "**Status:** ${{ steps.link-check.outputs.status }}" >> $GITHUB_STEP_SUMMARY
+          echo "" >> $GITHUB_STEP_SUMMARY
+          echo "## Summary" >> $GITHUB_STEP_SUMMARY
+          echo "- **Total Links:** ${{ steps.parse-results.outputs.total_links }}" >> $GITHUB_STEP_SUMMARY
+          echo "- **Errors:** ${{ steps.parse-results.outputs.errors }}" >> $GITHUB_STEP_SUMMARY
+          echo "- **Excluded:** ${{ steps.parse-results.outputs.excluded }}" >> $GITHUB_STEP_SUMMARY
+          echo "" >> $GITHUB_STEP_SUMMARY
+          
+          if [ "${{ steps.link-check.outputs.status }}" = "failure" ]; then
+            echo "## ❌ Broken Links Found" >> $GITHUB_STEP_SUMMARY
+            echo "" >> $GITHUB_STEP_SUMMARY
+            echo "The following errors were detected:" >> $GITHUB_STEP_SUMMARY
+            echo "" >> $GITHUB_STEP_SUMMARY
+            echo "\`\`\`" >> $GITHUB_STEP_SUMMARY
+            grep -E "(ERROR|FAILED)" link-check-results.txt | head -20 >> $GITHUB_STEP_SUMMARY || true
+            echo "\`\`\`" >> $GITHUB_STEP_SUMMARY
+            echo "" >> $GITHUB_STEP_SUMMARY
+            echo "📄 Full results are available in the uploaded artifact." >> $GITHUB_STEP_SUMMARY
+          else
+            echo "## ✅ All Links Working" >> $GITHUB_STEP_SUMMARY
+            echo "" >> $GITHUB_STEP_SUMMARY
+            echo "No broken links were found! 🎉" >> $GITHUB_STEP_SUMMARY
+          fi
+
+      - name: Create GitHub issue for broken links
+        if: failure() && steps.link-check.outputs.status == 'failure' && github.event_name == 'schedule'
+        uses: actions/github-script@v7
+        with:
+          script: |
+            const fs = require('fs');
+            const results = fs.readFileSync('link-check-results.txt', 'utf8');
+            const errors = results.split('\n').filter(line => line.includes('ERROR') || line.includes('FAILED'));
+            
+            const issueBody = `
+            # 🔗 Broken Links Detected
+            
+            The nightly link check found **${{ steps.parse-results.outputs.errors }}** broken links on the site.
+            
+            ## Summary
+            - **Total Links Checked:** ${{ steps.parse-results.outputs.total_links }}
+            - **Errors Found:** ${{ steps.parse-results.outputs.errors }}
+            - **Links Excluded:** ${{ steps.parse-results.outputs.excluded }}
+            - **Check Type:** ${{ steps.params.outputs.check_type }}
+            - **Base URL:** ${{ steps.params.outputs.base_url }}
+            
+            ## ❌ Broken Links
+            
+            \`\`\`
+            ${errors.slice(0, 30).join('\n')}
+            ${errors.length > 30 ? '\n... and ' + (errors.length - 30) + ' more errors' : ''}
+            \`\`\`
+            
+            ## Next Steps
+            
+            1. Review the full results in the [workflow run](https://github.com/${{ github.repository }}/actions/runs/${{ github.run_id }})
+            2. Fix or exclude the broken links
+            3. Run \`yarn links:check:deep\` locally to verify fixes
+            
+            ---
+            
+            *This issue was automatically created by the nightly link checker.*
+            `;
+            
+            await github.rest.issues.create({
+              owner: context.repo.owner,
+              repo: context.repo.repo,
+              title: `Broken Links Detected (${{ steps.parse-results.outputs.errors }} errors)`,
+              body: issueBody,
+              labels: ['bug', 'documentation', 'automated']
+            });
+
+      - name: Fail workflow if links are broken
+        if: steps.link-check.outputs.status == 'failure'
+        run: |
+          echo "❌ Link check failed with ${{ steps.parse-results.outputs.errors }} broken links"
+          exit 1 
\ No newline at end of file
diff --git a/package.json b/package.json
index 671e8aca..2f468456 100644
--- a/package.json
+++ b/package.json
@@ -20,7 +20,8 @@
     "generate:redirects": "tsx scripts/generate-redirects.ts",
     "typecheck": "tsc",
     "format": "prettier --write .",
-    "format:check": "prettier --check ."
+    "format:check": "prettier --check .",
+    "links:check": "scripts/check-links.sh https://developers.glean.com true"
   },
   "dependencies": {
     "@docusaurus/core": "^3.8.1",
diff --git a/scripts/check-links.sh b/scripts/check-links.sh
index b2373f27..ca587c8c 100755
--- a/scripts/check-links.sh
+++ b/scripts/check-links.sh
@@ -2,11 +2,16 @@
 # check-links.sh – crawl every <loc> in a sitemap (or sitemap‑index) with lychee
 set -euo pipefail
 
-SITEMAP_URL="${1:-https://developers.glean.com/sitemap.xml}"
+BASE_URL="${1:-https://developers.glean.com}"
+DEEP_CHECK="${2:-false}"
+SITEMAP_URL="${BASE_URL}/sitemap.xml"
 
 tmp_dir="$(mktemp -d)"
 url_list="${tmp_dir}/urls.txt"
 
+echo "Fetching sitemap from: $SITEMAP_URL"
+echo "Base URL: $BASE_URL"
+
 # ── Fetch sitemap and extract all <loc> elements, namespace‑agnostic ──────────
 if command -v xmllint >/dev/null 2>&1; then
   curl -sSL "$SITEMAP_URL" |
@@ -31,7 +36,66 @@ fi
 grep -vE '\.xml(\.gz)?$' "$url_list" >"${url_list}.pages"
 mv "${url_list}.pages" "$url_list"
 
-# ── Run lychee (file passed POSITIONALLY) ─────────────────────────────────────
-lychee --verbose "$url_list"
+# ── Build lychee command with appropriate options ─────────────────────────────
+lychee_cmd="lychee --verbose --max-redirects 10 --max-concurrency 8"
+
+# Add exclusions for known problematic sites (using regex patterns)
+lychee_cmd="$lychee_cmd --exclude ^https://community\.glean\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://support\.glean\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://app\.glean\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://.*-be\.glean\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://.*\.gleantest\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://.*internal\.company\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://codepen\.io/"
+
+# Add exclusions for localhost and example URLs
+lychee_cmd="$lychee_cmd --exclude ^https?://127\.0\.0\.1"
+lychee_cmd="$lychee_cmd --exclude ^https?://localhost"
+lychee_cmd="$lychee_cmd --exclude ^https?://company\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https?://example\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https?://example\.net/"
+lychee_cmd="$lychee_cmd --exclude ^https?://your-domain\."
+lychee_cmd="$lychee_cmd --exclude ^https?://your-org\."
+lychee_cmd="$lychee_cmd --exclude ^https?://domain-be\."
+lychee_cmd="$lychee_cmd --exclude ^https?://instance-be\."
+lychee_cmd="$lychee_cmd --exclude ^https://.*\.glean\.engineering\.co\.in/"
+
+# Add exclusions for external API endpoints that require authentication
+lychee_cmd="$lychee_cmd --exclude ^https://accounts\.google\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://.*\.googleapis\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://docs\.google\.com/document/d/"
+lychee_cmd="$lychee_cmd --exclude ^https://api\.atlassian\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://auth\.atlassian\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://.*\.atlassian\.net/"
+lychee_cmd="$lychee_cmd --exclude ^https://portal\.azure\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://docs\.nvidia\.com/"
+lychee_cmd="$lychee_cmd --exclude ^https://openid\.net/"
+lychee_cmd="$lychee_cmd --exclude ^https://langchain-ai\.github\.io/"
+lychee_cmd="$lychee_cmd --exclude ^https://picsum\.photos/"
+lychee_cmd="$lychee_cmd --exclude ^https://docs\.lumapps\.com/"
+
+# Add exclusions for GitHub URLs (will be handled separately if needed)
+lychee_cmd="$lychee_cmd --exclude ^https://github\.com/gleanwork/"
+
+# Add exclusions for dynamic OpenAPI fragment links that are generated by JavaScript
+# Escape dots in base URL for regex and add full path patterns
+base_url_escaped=$(echo "$BASE_URL" | sed 's/\./\\./g')
+lychee_cmd="$lychee_cmd --exclude ^${base_url_escaped}/api/client-api/.*#"
+lychee_cmd="$lychee_cmd --exclude ^${base_url_escaped}/api/indexing-api/.*#"
+
+if [ "$DEEP_CHECK" = "true" ]; then
+  echo "Running deep link check (crawls content of each page to find all links)..."
+  lychee_cmd="$lychee_cmd --include-fragments --include-verbatim"
+  
+  echo "Restricting to base URL: $BASE_URL"
+  lychee_cmd="$lychee_cmd --base-url $BASE_URL"
+  
+  # Pass URLs directly to lychee (not as a file) so it crawls their content
+  echo "Found $(wc -l < "$url_list") pages to crawl..."
+  $lychee_cmd $(cat "$url_list")
+else
+  echo "Running sitemap-only link check..."
+  $lychee_cmd "$url_list"
+fi
 
 rm -rf "$tmp_dir"