[Bug] Safeguard triggered on session start with benign cyber work context

**Bug Description**
literally just starting my session and hit safeguard. probably because something in my session digest mentions cyber work ive done?

**Environment Info**
- Platform: darwin
- Terminal: tmux
- Version: 2.1.273
- Feedback ID: a9f2e697-8d63-4958-822f-83431629a247

**Errors**
```json
[]
```

Start with the session-start safeguard behavior and use feedback ID a9f2e697-8d63-4958-822f-83431629a247 to investigate why the session digest triggered it. Confirm the trigger for this Darwin/tmux environment and determine what change would allow benign cyber-work context without a safeguard at session start.

Written by the indexing model from the issue text.