[Important] Proactive Environment Monitoring

[gromdimon]

Summary

Product spec promises Luca detects situation changes and conflicts proactively. Currently, Luca is purely reactive - only responds to NEW messages.

Priority: 🟡 Important | Phase: 2 | Effort: 4 weeks

---

Problem

Missing capabilities:

1. Deadline Monitoring - No warning about approaching/overdue tasks
2. Conflict Detection - No scheduling conflict alerts
3. Situation Change Detection - No re-analysis when context shifts
4. Proactive Suggestions - No "you might want to..." alerts

---

Proposed Solution

Phase 1: Deadline Monitoring (Week 1)

• Track upcoming task deadlines (24-48h)
• Warn about approaching/overdue tasks
• Detect deadline mentions that contradict existing tasks

Phase 2: Conflict Detection (Week 2)

• Two tasks at same time
• Contradictory agreements ("told John 3pm, told Sarah 3pm")
• Resource conflicts (can't be in two places)

Phase 3: Situation Change Detection (Week 3)

• Re-analyze recent conversations every 6h
• Detect "actually, let's meet Thursday not Friday"
• Parse new deadlines affecting existing plans

Phase 4: Proactive Suggestions (Week 4)

• "Deadline approaching: 2 days left"
• "Conflict: Mike wants Thursday 2pm, you have Client call"
• "Sarah hasn't replied in 48h - chase?"

---

Example Alert

### ⏰ DEADLINE ALERTS

**OVERDUE**:
- Task #123: Send contract to Sarah (was due yesterday 5pm)

**DEADLINE CHANGED**:
- John asked for proposal "by tomorrow" (was Friday)
  Action: Update task deadline?

---

Success Metrics

• 95%+ deadline shifts correctly identified
• 100% scheduling conflicts detected
• 0 missed deadlines due to lack of reminders

---

References

• Product Spec: docs/PRODUCT.md - Lines 63-66, 146-152
• Implementation: luca/agents/secretary-monitor.md