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version: "1.0.1"

Session Documentation Skill

Purpose: Enforce comprehensive documentation as part of work completion
Created: 2025-12-25
Trigger: Feature completion, bug fixes, significant changes, session end, handoff requests

Why This Skill Exists

Documentation debt compounds session over session. Without proactive documentation:

Future sessions rebuild context from scratch (~50K tokens)
Handoff errors occur (e.g., Block 10 constraints implemented but not registered)
Users must prompt 3x for comprehensive docs

This skill ensures documentation is part of "done" - not an afterthought.

When This Skill Activates

Activate automatically when:

Feature implementation completed - Any new capability added
Bug fix committed - Any issue resolved
Significant code change - More than trivial edits
Session ending - User says "done", "finished", "ending session"
Handoff requested - User asks for summary/handoff/status
PR ready - Before creating pull request

Required Documentation Outputs

Minimum Required (ALL must be present)

markdown

## What Was Done
-[ ] Bullet list of completed tasks
-[ ] Files created/modified (with line ranges)
-[ ] Tests added/modified
 
## Why It Was Done
-[ ] Context/motivation
-[ ] Problem being solved
-[ ] Related issue/task reference
 
## How to Verify
-[ ] Commands to run
-[ ] Expected output
-[ ] Success criteria
 
## What Remains
-[ ] Incomplete tasks
-[ ] Known limitations
-[ ] Follow-up work needed

Recommended (Include when applicable)

markdown

## Decisions Made
-[ ] Design choices and rationale
-[ ] Alternatives considered and rejected
-[ ] Trade-offs accepted
 
## Gotchas and Warnings
-[ ] Common pitfalls
-[ ] Non-obvious behavior
-[ ] Dependencies or prerequisites
 
## Related Updates
-[ ] Documentation files updated
-[ ] CHANGELOG entry added
-[ ] README updated (if applicable)

For Session Handoffs (REQUIRED at session end)

markdown

## Session Summary
 
### Current State
-System status (working/broken/partial)
-Database state
-Container status
 
### Completed This Session
-Task 1 - commit hash
-Task 2 - commit hash
 
### Blocked Items
-Item 1 - reason
-Item 2 - reason
 
### Next Steps (Prioritized)
1.Highest priority
2.Second priority
3.Third priority
 
### Verification Commands

Command to verify current state

 
### Key Files
| File | Purpose |
|------|---------|
| path/to/file | Description |

Documentation Quality Checklist

Before marking documentation "complete," verify:

Structure

[ ] Clear headings and sections
[ ] Bullet points for scanability
[ ] Code blocks for commands/examples
[ ] Tables for structured data

Content

[ ] Specific, not vague ("added X to Y" not "made changes")
[ ] Actionable next steps
[ ] Verifiable claims (commands to prove it works)
[ ] No orphan references (linked docs exist)

Completeness

[ ] Someone unfamiliar could understand and continue
[ ] No assumed knowledge not documented
[ ] Edge cases and exceptions noted
[ ] Future sessions won't ask "what did we do?"

Output Locations

Documentation should be created in appropriate locations:

Type	Location	Example
Session handoff	`docs/development/SESSION_HANDOFF_YYYYMMDD.md`	Ending a session
Feature docs	`docs/architecture/` or `docs/guides/`	New capability
Bug fix notes	Commit message + CHANGELOG	Issue resolution
Technical details	`docs/development/`	Implementation specifics
Postmortem	`docs/development/POSTMORTEM_*.md`	Session analysis

Anti-Patterns to Avoid

Don't: Minimal Response

"Fixed the bug in scheduler.py"

Do: Comprehensive Response

markdown

## Bug Fix: Scheduler Timezone Mismatch
 
### What Was Done
-Fixed UTC/local timezone conversion in `scheduler.py:145-160`
-Added explicit timezone handling in `_calculate_hours()`
-Added test case for HST timezone edge case
 
### Files Modified
-`backend/app/scheduling/scheduler.py` (lines 145-160)
-`backend/tests/test_scheduler.py` (added test_hst_conversion)
 
### How to Verify

pytest backend/tests/test_scheduler.py::test_hst_conversion -v

 
### Root Cause
Scheduler assumed UTC but database stored local time (HST).

Integration with Other Skills

This skill complements:

Skill	Relationship
`constraint-preflight`	Both verify "done" criteria
`code-review`	Documentation is part of review
`pr-reviewer`	PR descriptions require docs
`changelog-generator`	Feeds into release notes

Verification Script

Run this to check documentation exists:

bash

# Check for recent session docs
find docs/development -name "SESSION_*.md" -mtime -1 | head -5
 
# Check for handoff docs
find docs/development -name "*HANDOFF*.md" -mtime -1 | head -5
 
# Check CHANGELOG updated
git log --oneline -5 | grep -i "changelog\|docs"

Example: Full Session Documentation

markdown

# Session Handoff: 2025-12-25
 
## Session Summary
 
### Current State
-Backend: Running (Docker)
-Frontend: Running (npm dev)
-Database: 87 assignments in Block 10
 
### Completed This Session
-[x] Fixed constraint registration gap (commit abc1234)
-[x] Added schema versioning feature (commit def5678)
-[x] Created Docker workaround docs (commit ghi9012)
 
### Blocked Items
-MCP tool `get_static_fallbacks` - needs backend endpoint
-Heatmap API mismatch - requires backend changes
 
### Next Steps (Prioritized)
1.Address heatmap API bug (frontend shows unsupported options)
2.Fix swap marketplace permissions for admin role
3.Create person profile for admin user
 
### Verification Commands

Check constraints

docker exec backend python -c "from app.scheduling.constraints.manager import ConstraintManager; print(len(ConstraintManager.create_default().constraints))"

Check schedule

curl -s http://localhost:8000/api/v1/schedule/block/10 | jq '.assignments | length'

 
### Key Files
| File | Purpose |
|------|---------|
| `backend/app/scheduling/constraints/manager.py` | Constraint registration |
| `docs/development/SESSION_HANDOFF_20251225.md` | This handoff |
| `scripts/verify_constraints.py` | Pre-flight verification |

Enforcement

This skill should be enforced through:

Habit - Check documentation checklist before saying "done"
Prompts - If minimal docs given, prompt for expansion
PR Review - Documentation required for PR approval
CI Check - Verify handoff doc exists for session branches

Skill v1.0.1

Session Documentation Skill

Why This Skill Exists

When This Skill Activates

Required Documentation Outputs

Minimum Required (ALL must be present)

Recommended (Include when applicable)

For Session Handoffs (REQUIRED at session end)

Command to verify current state

Documentation Quality Checklist

Structure

Content

Completeness

Output Locations

Anti-Patterns to Avoid

Don't: Minimal Response

Do: Comprehensive Response

Integration with Other Skills

Verification Script

Example: Full Session Documentation

Check constraints

Check schedule

Enforcement

Related Documentation