docs(roadmap): prioritize backlog into now-soon-later

memory/2026-03-11.md

@@ -72,6 +72,16 @@
   - eval / regression harness
 - Reflected the same direction in `memory/projects.md` under `Local service expansion` and `Workflow quality and trust improvements`.
 
+## Roadmap
+- Added `memory/roadmap.md` to rank the growing backlog into `Now / Soon / Later`.
+- Current `Now` focus:
+  - subagent reliability
+  - eval / regression harness
+  - calendar access/backend
+  - alert ingestion
+  - standard operating playbooks
+- Mirrored the same prioritization in `memory/projects.md` for quick skimming.
+
 ## Follow-up intent
 - Be more disciplined about using the daily note as the default inbox and promoting only durable truths into `MEMORY.md`.
 - Avoid adding new one-off memory files unless the topic is truly long-lived.

memory/projects.md

@@ -83,7 +83,29 @@ Lightweight registry of active multi-session work.
   - `memory/plans/flynn-council-fix.md`
   - `memory/tasks.json`
 
+## Current roadmap focus
+
+### Now
+- subagent reliability
+- eval / regression harness
+- calendar access/backend
+- alert ingestion
+- standard operating playbooks
+
+### Soon
+- email/inbox access
+- meeting-prep / briefing pipeline
+- notification routing
+- local docs/manuals RAG
+- broader personal doc search
+- local code indexing
+- external action audit log
+
+### Later
+- broader integration and tooling expansion from `memory/tasks.json`
+- lower-priority workflow polish and optional context layers
+
 ## Notes
 - Use this file for cross-session project state humans may want to skim quickly.
-- Keep detailed steps/checklists in `memory/plans/` or `memory/tasks.json`.
+- Keep detailed steps/checklists in `memory/plans/`, `memory/tasks.json`, or `memory/roadmap.md`.
 - Don’t create a project entry for every tiny task; this is the bigger-picture map.

memory/roadmap.md

@@ -0,0 +1,87 @@
+# Improvement Roadmap
+
+A practical priority view over the current backlog.
+
+## Now
+
+These are the highest-leverage next improvements.
+
+1. **Fix subagent reliability and completion-event spam handling**
+   - Why now: it directly affects trust, delegation reliability, and daily usability.
+   - Related task: `task-20260304-2215-subagent-reliability`
+
+2. **Add eval / regression harness for core assistant behavior**
+   - Why now: prevents regressions in memory recall, messaging, search routing, and subagent behavior.
+   - Related task: `task-20260311-1917-eval-harness`
+
+3. **Add calendar access/backend for proactive scheduling help**
+   - Why now: biggest functional capability gap and prerequisite for the calendar-first daily brief direction.
+   - Related task: `task-20260311-1908-calendar-access`
+
+4. **Add monitoring / alert ingestion**
+   - Why now: improves signal routing so important failures reach attention without manual checking.
+   - Related task: `task-20260311-1917-alert-ingestion`
+
+5. **Add standard operating playbooks for recurring workflows**
+   - Why now: converts repeated ad-hoc ops/debugging into consistent, low-noise workflows.
+   - Related task: `task-20260311-1917-operating-playbooks`
+
+## Soon
+
+Strong follow-ups once the Now layer is healthier.
+
+1. **Add email/inbox access for triage and briefing**
+   - Related task: `task-20260311-1908-email-access`
+
+2. **Add meeting-prep / briefing pipeline**
+   - Depends partly on calendar/docs access.
+   - Related task: `task-20260311-1917-meeting-prep-pipeline`
+
+3. **Improve notification routing policy**
+   - Related task: `task-20260311-1917-notification-routing`
+
+4. **Add local RAG over docs and manuals**
+   - Related task: `task-20260311-1917-local-docs-rag`
+
+5. **Add broader personal document/search corpus**
+   - Related task: `task-20260311-1908-doc-search-corpus`
+
+6. **Add local code search / indexing across more repos**
+   - Related task: `task-20260311-1917-local-code-indexing`
+
+7. **Add change / audit log for external actions**
+   - Related task: `task-20260311-1917-external-action-audit-log`
+
+## Later
+
+Useful, but lower urgency or more dependent on other foundations.
+
+- stronger GitHub tooling
+- Google Workspace access
+- local OCR / PDF extraction
+- notes-system connector
+- structured data connectors
+- package / update intelligence
+- dependency / credential inventory
+- safer sandboxed execution helpers
+- stronger local media pipeline
+- lightweight decision log
+- lightweight people-context layer
+- Home Assistant / smart-home integration
+- password-manager / secret lookup integration (high trust surface; do carefully)
+- Flynn council pipeline follow-up
+- council personality depth / council naming revisit
+
+## Guiding principle
+
+Prefer improvements that increase:
+- reliability
+- trust
+- signal quality
+- repeatability
+- leverage across many workflows
+
+Prefer lower priority for:
+- shiny integrations with narrow payoff
+- high-trust additions without clear need
+- tools that add maintenance burden before they add daily value