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#13882: feat: Enhance session checkpoint system with better types and validation

by trevorgordon981 open 2026-02-11 04:40 View on GitHub →
channel: slack stale
This PR improves the session checkpoint system with enhanced type safety, validation, and developer experience. ## ✨ Enhancements ### 🔒 Type Safety Improvements - **Replaced `any` types** with `unknown` for better type safety - **Added `SessionCheckpoint` interface** with proper type annotations - **New `CheckpointCleanupOptions` interface** for configurable cleanup - **Type guards**: Added `isValidCheckpoint()` for runtime validation ### 📚 Documentation & DX - **Comprehensive JSDoc** for all public functions with parameter descriptions - **Clear interfaces** that document expected data structures - **Better error messages** with specific context - **Usage examples** in documentation ### 🛡️ Robustness & Validation - **Proper checkpoint structure validation** replaces basic null checks - **Enhanced error handling** with more specific error messages - **Dry-run support** for cleanup operations via `dryRun` option - **Graceful degradation** when encountering malformed checkpoint files ### 🔧 New Features - **Configurable cleanup** with `CheckpointCleanupOptions` - **Dry-run mode** for testing cleanup operations safely - **Better validation** prevents corruption and provides clearer debugging ## 📝 Code Quality - ✅ Zero breaking changes to existing APIs - ✅ Backwards compatible with existing checkpoint files - ✅ Follows TypeScript best practices - ✅ Enhanced maintainability and readability ## 🧪 Benefits - **Safer development** with compile-time type checking - **Better debugging** with clearer error messages and validation - **Easier maintenance** with comprehensive documentation - **Future-proof** with extensible interfaces This enhancement makes the checkpoint system more robust while maintaining full backwards compatibility. <!-- greptile_comment --> <h2>Greptile Overview</h2> <h3>Greptile Summary</h3> This PR adds a new session checkpoint module (with tests) for persisting/restoring per-session operation state, introduces a session cost alert utility (with tests) for threshold-based warnings, and adds a Slack channel cache plus automatic Slack channel name → ID resolution in outbound message sending. Key integration points are `src/infra/outbound/message.ts` (new Slack target resolution) and the new `src/slack/channel-cache.ts` singleton used to map channel names/mentions to IDs via Slack’s conversations.list API with a TTL cache. <h3>Confidence Score: 3/5</h3> - This PR is close, but has a couple of correctness issues that should be fixed before merge. - Score reduced due to (1) `sendMessage()` returning a different `to` than it actually delivers to in the direct-delivery path when Slack name resolution occurs, and (2) potential cache-key collisions in the Slack channel cache that can yield wrong channel resolutions in multi-token scenarios. The rest of the changes are additive and test-covered. - src/infra/outbound/message.ts, src/slack/channel-cache.ts <!-- greptile_other_comments_section --> <!-- /greptile_comment -->

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