docs: Update documentation for auto-update system and integration tests

IMPLEMENTATION_CHECKLIST.md

@@ -213,6 +213,29 @@ def main():
 
 ---
 
+### Task 1.7: Auto-update System
+
+**File**: `src/webdrop_bridge/utils/update.py`
+
+```python
+def setup_auto_update():
+    # Configure auto-update
+    pass
+```
+
+**Tests**: `tests/unit/test_update.py`
+- [ ] Auto-update system works
+- [ ] Update flow tested
+- [ ] Update files available
+
+**Acceptance**:
+- [ ] Auto-update system implemented
+- [ ] Integration tests for update flow (`test_update_flow.py`)
+- [ ] Documentation updated for new features
+- [ ] Documentation files verified and synced
+
+---
+
 ## Quality Gates
 
 ### Before Committing