Boss Briefing

boss-briefing

Vault health check skill. Analyzes workflow patterns, syncs profile, recovers from session gaps, and proposes persona rules based on temporal agent call sequences.

> Relationship with other skills: > - briefing-vault handles vault templates and initialization > - boss-briefing handles sync, analysis, and pattern detection > - stop-profile-update.js still runs as a fallback if this skill was not invoked during the session

Steps

Execute all 9 steps in order. If any step fails due to missing data, log the issue and continue to the next step.

Step 1: Read state.json

Read .briefing/state.json to get session metadata:

• date — last session date
• workCounter — file edit count this session
• sessionMessageCount — user message count this session
• lastVaultSync — ISO timestamp of last /boss-briefing run
• sessionStartHead — git HEAD or YYYY-MM-DD:cwd identifier

If state.json does not exist or is empty, use defaults: { date: "", workCounter: 0, sessionMessageCount: 0, lastVaultSync: "", sessionStartHead: "" }.

Step 2: Previous session gap detection

Compare the date field from state.json with today's date.

If the gap is >= 1 day:

1. Scan .briefing/sessions/ for the most recent session file (by filename date prefix)
2. Report the gap: "Last session was on YYYY-MM-DD (N days ago). Topic: "
3. Read the most recent session file and provide a brief recovery summary of what was last worked on

If gap is 0 (same day), skip this step.

Step 3: Analyze agent-log.jsonl sequences

Read .briefing/agents/agent-log.jsonl. Parse all entries from the last 30 days.

Group entries by date. For each day, extract the ordered sequence of agent_type values.

Frequency patterns: Identify any agent_type that appears >= 3 times in the last 7 days.

Sequence patterns: Look for recurring ordered sub-sequences (length >= 2) that appear in >= 2 different sessions/days. Examples:

• "explore → executor" (seen 4 times)
• "explore → executor → code-reviewer" (seen 3 times)
• "planner → executor → code-reviewer" (seen 2 times)

Report both frequency and sequence patterns.

Step 4: Update profile.md

Rewrite .briefing/persona/profile.md with:

---
date: YYYY-MM-DD
type: persona
version: 2
session_count: 
---

Sections to include:

## Philosophy — Infer work style from data. Only populate if >= 10 agent calls exist in the last 30 days. Examples: "Prefers thorough exploration before implementation", "Review-heavy workflow with security focus".

## Workflow Patterns — Total agent calls (30d), most active agent type, average calls per session.

## Workflow Sequences — Detected temporal patterns from Step 3. Format: "Explore → executor → code-reviewer (seen 3 times)". This section is new and distinguishes boss-briefing from the old profile update.

## Agent Affinity — Percentage breakdown by agent_type over the 30-day rolling window.

## Active Persona Rules — List all .md files from .briefing/persona/rules/ directory. Format: - rule-name: .

## History — Append a one-line entry every 5th session (based on session_count % 5 === 0). Format: "Session N (YYYY-MM-DD): ".

Session count idempotency: If sessionStartHead is empty (no git repo), use YYYY-MM-DD:cwd as the session identifier to avoid double-counting.

Step 5: Propose persona rules

For each detected SEQUENCE pattern from Step 3 that appears >= 2 times:

1. Draft a rule proposal explaining the pattern and suggesting it be formalized
2. Present the proposal to the user using conversation (ask for confirmation)
3. If confirmed, write the rule to .briefing/persona/rules/workflow-.md:

---
date: YYYY-MM-DD
type: persona-rule
source: boss-briefing
pattern: ""
occurrences: 
---

Followed by a description of the workflow pattern and when it should be applied.

If no new sequence patterns are detected, or all existing patterns already have rules, skip this step.

Step 6: Validate session summary

Check .briefing/sessions/ for files matching YYYY-MM-DD-*.md (today's date, excluding files containing -auto).

If no matching file exists AND either:

• workCounter > 0, or
• sessionMessageCount >= 3

Then warn the user: "No session summary found for today. Consider writing .briefing/sessions/YYYY-MM-DD-.md before ending the session."

Step 7: Sync INDEX.md

Read all files from these directories:

• .briefing/sessions/
• .briefing/decisions/
• .briefing/learnings/

Rebuild these sections in .briefing/INDEX.md:

• ## Recent Sessions — newest 5 files with [[wiki-links]]
• ## Recent Decisions — newest 5 files with [[wiki-links]]
• ## Recent Learnings — newest 5 files with [[wiki-links]]

Update the date field in INDEX.md frontmatter to today.

Preserve any other existing sections (Overview, Open Questions, Key Links).

Step 7b: Review Auto-Archived Files

Scan .briefing/archives/ for files recently moved by the session-end hook (files older than 30 days that were automatically moved from sessions/, decisions/, and learnings/).

• Skip files with -auto in the name
• If recently archived files exist, list them so the user is aware of what was auto-archived

Step 7c: Suggest Wiki Pages

Review the session's prompt history and changed files for recurring concepts:

• If a concept/keyword appears 3+ times across prompts and no .briefing/wiki/.md exists, suggest creating one
• Wiki page format: Definition → Key Facts → Related links
• Template available at .briefing/wiki/_schema.md

Step 8: Record lastVaultSync

Read .briefing/state.json, merge in { lastVaultSync: "" }, and write back.

This timestamp is checked by hooks to determine whether /boss-briefing has been run today.

Step 9: No-git-repo graceful handling

This is not a separate step but a cross-cutting concern for all steps above:

• If sessionStartHead is empty, use YYYY-MM-DD:cwd format for session identification
• Do NOT fail or error on missing .git directory
• All git-dependent features should degrade gracefully

Source & license

This open-source skill is cataloged on AgentStack and links to its original source — we do not rehost the code.

• Author: sehoon787
• Source: sehoon787/my-claude
• License: MIT
• Homepage: https://sehoon787.github.io/my-claude/

Install and usage instructions live in the source repository linked above.