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---
depends_on: [M001, M002]
---
# M003: Deeper inbox-aware assistance — Context Draft
**Gathered:** 2026-03-24
**Status:** Draft — needs milestone-specific discussion before planning
## Seed from broader discussion
After the first Gmail improvements, there is likely room to deepen inbox-aware assistance and correspondence-driven help. This should still remain assistive rather than autonomous, and it should continue to support an individual users job-search workflow instead of turning into broad automation for its own sake.
## Intended milestone role
M003 likely extends the correspondence and assistance layer beyond the first trust milestone. The likely focus is richer inbox awareness, better use of message context over time, and additional AI help that stays grounded in real application history.
## Likely capabilities
- richer message/thread understanding after import
- better context assembly from accumulated correspondence
- broader assistance around replies, follow-up strategy, and ongoing job-specific communication
- selective expansion of AI coaching only where it strengthens the core user loop
## Constraints already known
- no auto-send and no auto-apply remain hard boundaries
- assistance should stay grounded in imported job/application/correspondence context
- the product is still for one person managing their own search
- the app should not drift into generic chatbot behavior
## What this milestone unlocks
A more aware assistant that understands the state of an application thread over time and can help the user respond more intelligently without taking control away.
## Open questions for future discussion
- What additional inbox-aware behavior is actually high value after M001?
- How much strategic coaching belongs here versus later?
- Which parts of correspondence history should influence drafting most?
- What privacy or trust surfaces need to become more visible as the assistant becomes more context-aware?