[Critical] Tone-Aware Message Drafting

[gromdimon]

Summary

Memory stores tone field (formal/casual/mixed) but secretary.md doesn't use it. All messages drafted identically.

Priority: 🔴 Critical | Phase: 1 | Effort: 1-2 weeks

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Problem

• ✅ Memory stores: tone: formal | casual | mixed
• ❌ Secretary doesn't check or use this field

Example gap:

• To CEO: "Hey! Just checking in..." ❌
• Should be: "Dear [Name], I wanted to follow up..."

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Proposed Solution

Phase 1: Core Tone Adaptation

Read tone from memory, apply templates:

Formal: "Dear Mr. Johnson," ... "Best regards,"
Casual: "Hey Sarah!" ... "Cheers!"
Mixed: "Hi John," ... "Thanks,"

Phase 2: Vocabulary Customization

Per-contact greeting/closing overrides, phrases to use/avoid

Phase 3: Style Learning

Learn from user's outgoing messages, auto-populate preferences

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Success Metrics

• 95%+ messages use correct tone
• 90%+ drafts accepted without edits
• 0% tone mismatches

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References

• Product Spec: docs/PRODUCT.md - Lines 89-90
• Memory Schema: luca/skills/memory-write.md