Add session monitoring for supervised approval mode #8
Description
Goal
Build a monitoring system that detects when Claude Code sessions are waiting for approval and relays the prompt to the user via The Dude/Clawdbot.
Requirements
- Monitor tmux sessions for approval prompts
- Alert user when prompt detected
- Send reminder every X minutes if no response
- Accept user response (approve/always/deny/wait) and forward to session
- Handle both numeric and natural language responses
Architecture
- Background monitor script per session
- Notification file system for alerts
- Skill integration for periodic checking
- Response handling and forwarding
Dependencies
- Requires auto-approval mode for building this feature (bootstrap problem)
- Once built, will enable supervised mode for all future sessions
Testing
- Test with a new session that requires approval
- Verify alerts are sent correctly
- Test all response types
- Test reminder system
- Test cleanup when session ends