Checkpointing — Full Session Recording and Pattern Discovery

Record all session activity and discover reusable patterns. Run everything, every time.

What It Does (Every Time)

/checkpointing
    ↓
┌─────────────────────────────────────────────────────────────┐
│  1. Collect Everything                                       │
│     ├── git log (commits, file changes, line stats)          │
│     ├── CLI logs (Codex/Gemini consultations)                │
│     ├── Agent Teams activity (tasks, teammates, messages)    │
│     └── Design decisions (.claude/docs/DESIGN.md changes)    │
│                                                              │
│  2. Generate Checkpoint                                      │
│     → .claude/checkpoints/YYYY-MM-DD-HHMMSS.md              │
│                                                              │
│  3. Update Session History                                   │
│     → CLAUDE.md (cross-session persistence)                  │
│                                                              │
│  4. Discover Skill Patterns                                  │
│     → Subagent analyzes checkpoint                           │
│     → Suggests reusable skills                               │
│     → User reviews and approves                              │
└─────────────────────────────────────────────────────────────┘

Usage

# Everything. No flags needed.
/checkpointing

# Optional: only look at recent work
/checkpointing --since "2026-02-08"

What Gets Captured

Git Activity

• Commits (hash, message, date)
• File changes (created, modified, deleted + line counts)
• Branch information

CLI Consultations

• Codex consultations (prompt, success/failure)
• Gemini multimodal tasks (prompt, success/failure)

Agent Teams Activity

• Team composition (Lead + Teammates, roles)
• Shared task list state (completed, in-progress, pending)
• File ownership per teammate
• Communication patterns (who messaged whom, about what)
• Team effectiveness signals (tasks completed vs stuck, file conflicts)

Teammate Work Logs

• Each Teammate's work log from .claude/logs/agent-teams/{team-name}/{teammate}.md
• Contains: Summary, Tasks Completed, Files Modified, Key Decisions, Communication with Teammates, Issues Encountered
• Written by each Teammate upon completing all assigned tasks
• Only present when Agent Teams were used (/startproject, /team-implement, /team-review)

Design Decisions

• Changes to .claude/docs/DESIGN.md since last checkpoint
• New entries in Key Decisions table

Checkpoint Format

# Checkpoint: 2026-02-08 15:30:00 UTC

## Summary
- **Commits**: 12
- **Files changed**: 15 (10 modified, 4 created, 1 deleted)
- **Codex consultations**: 3
- **Gemini multimodal**: 2
- **Agent Teams sessions**: 1 (3 teammates)
- **Tasks completed**: 8/10

## Git History

### Commits
- `abc1234` feat: redesign startproject for Opus 4.6
- `def5678` feat: add team-implement skill
...

### File Changes
**Created:**
- `.claude/skills/team-implement/SKILL.md` (+180)
...

**Modified:**
- `CLAUDE.md` (+40, -25)
...

## CLI Consultations

### Codex (3 consultations)
- ✓ Design: Architecture for Agent Teams integration
- ✓ Debug: Task dependency resolution
- ✗ Review: (timeout)

### Gemini (2 multimodal tasks)
- ✓ Extract: API spec from design document PDF
- ✓ Analyze: Architecture diagram from whiteboard photo

## Agent Teams Activity

### Team: project-planning
**Composition:**
- Lead: Claude (orchestration)
- Researcher: Opus-powered (external research)
- Architect: Codex-powered (design decisions)

**Task List:**
- [x] Research library options (Researcher)
- [x] Design module architecture (Architect)
- [x] Validate API constraints (Researcher)
- [x] Finalize implementation plan (Architect)

**Communication Patterns:**
- Researcher → Architect: 3 messages (library constraints)
- Architect → Researcher: 2 messages (additional research requests)

**Effectiveness:**
- All tasks completed
- No file conflicts
- 2 design iterations triggered by research findings

## Teammate Work Logs

### Team: project-planning

#### researcher
*Source: `.claude/logs/agent-teams/project-planning/researcher.md`*

# Work Log: Researcher
## Summary
Researched httpx library constraints and API patterns for the new API client module.
## Tasks Completed
- [x] Research libraries: httpx supports HTTP/2 via h2 dependency
- [x] Find documentation: httpx connection pool defaults to 100
## Communication with Teammates
- → Architect: httpx connection pool limit of 100, HTTP/2 requires h2
- ← Architect: Requested HTTP/2 multiplexing research

#### architect
*Source: `.claude/logs/agent-teams/project-planning/architect.md`*

# Work Log: Architect
## Summary
Designed API client module architecture with HTTP/2 support.
## Design Decisions
- Use httpx[http2] for multiplexed connections: reduces latency for parallel requests
## Codex Consultations
- Connection pool sizing strategy: Codex recommended dynamic pool based on load
## Communication with Teammates
- → Researcher: Request HTTP/2 multiplexing research
- ← Researcher: httpx supports HTTP/2 via h2

## Design Decisions (New)
- Agent Teams for Research ↔ Design (bidirectional)
- Gemini specialized for multimodal processing only

## Skill Pattern Suggestions

### Pattern 1: Research-Design Iteration (Confidence: 0.85)
**Evidence:** Researcher and Architect exchanged findings 5 times, each
exchange refined the design. This back-and-forth is a repeatable pattern.

**Suggested skill:** Already captured as /startproject Phase 2.

### Pattern 2: Parallel File-Isolated Implementation (Confidence: 0.75)
**Evidence:** 3 implementers worked on separate modules with zero conflicts.
Module boundaries were defined by directory ownership.

**Suggested skill:** Already captured as /team-implement.

---
*Generated by checkpointing skill*

Session History Update

Each checkpoint also appends a concise summary to CLAUDE.md:

## Session History

### 2026-02-08
- 12 commits, 15 files changed
- Codex: 3 consultations (design, debug, review)
- Gemini: 2 multimodal tasks (PDF extraction, diagram analysis)
- Agent Teams: 1 session (3 teammates, 8/10 tasks completed)
- New skills: /team-implement, /team-review
- Key decisions: Agent Teams for parallel work, Gemini role narrowed

This persists across sessions — new sessions load CLAUDE.md and see what happened before.

Skill Pattern Discovery

The checkpoint is automatically analyzed to find reusable patterns:

What it looks for:

• Sequences of commits forming logical workflows
• File change patterns (e.g., test + implementation together)
• CLI consultation sequences (research → design → implement)
• Agent Teams coordination patterns (team composition, task sizing)
• Multi-step operations that could be templated

Output: Skill suggestions with confidence scores. High-confidence patterns (>= 0.8) that don't match existing skills are presented to the user for approval.

Execution Flow

/checkpointing
    │
    ├─ 1. Run checkpoint.py (collects git + CLI + teams data)
    │     → Generates .claude/checkpoints/YYYY-MM-DD-HHMMSS.md
    │
    ├─ 2. Update CLAUDE.md with session summary
    │
    └─ 3. Spawn subagent for skill pattern analysis
          → Reads checkpoint file
          → Identifies reusable patterns
          → Reports suggestions to user
          → User approves → new skills created in .claude/skills/

When to Run

Timing	Why
Before session ends	Record all activity, hand off to next session
After /team-implement completes	Capture team activity patterns
After /team-review completes	Capture review patterns
After major design decisions	Persist the decision context
When you notice recurring patterns	Opportunity to discover new skills

Notes

• Checkpoints accumulate in .claude/checkpoints/ (already in .gitignore)
• Log files themselves are not modified (read-only)
• Skill suggestions must always be reviewed by the user before adoption
• Agent Teams data is collected from ~/.claude/teams/ and ~/.claude/tasks/