Rockywuest Bookend Skill Bookend

Bookend — Anti-Context-Loss System

Never lose context again. Bookend gives your agent a structured memory system with morning briefings, checkpoints, and end-of-day routines.

The Problem

Your agent forgets everything when context compacts. You say "do point 5" and it has no idea what you mean.

The Solution

Bookend creates a state/current.md that survives any compaction. Your agent reads it on startup and always knows what's going on.

Features

• Morning Briefing — Agent wakes up, reads state, checks emails, briefs you
• Auto-Checkpoints — Saves progress every 30 min and after every task
• End of Day — Finalizes state, updates daily memory
• Nightly Builds — Agent works on a backlog while you sleep
• Survives Compaction — state/current.md is the single source of truth

Setup

Create the following files in the user's workspace:

1. state/current.md — Live state file with sections: Active Threads, Recent Context, Pending Tasks, Notes
2. state/ROUTINES.md — Morning/checkpoint/EOD routines
3. state/nightly-backlog.md — Tasks for overnight builds
4. memory/ directory — For daily memory files
5. MEMORY.md — Long-term curated memory
6. Update AGENTS.md with the bookend checkpoint rules

How It Works

Morning (first heartbeat after 07:00)

1. Read state/current.md
2. Check yesterday's memory file
3. Scan emails for urgent items
4. Send brief: Top 3 priorities, new emails, next appointment

During the Day (every ~30 min)

1. Update state/current.md with current topics
2. Append to memory/YYYY-MM-DD.md
3. If context is getting full, checkpoint NOW

End of Day

1. Finalize state/current.md
2. Close daily memory file
3. Review if anything belongs in long-term memory

Overnight (optional cron at 23:00)

1. Read state/nightly-backlog.md
2. Work on top item
3. Document in memory/nightly-builds.md
4. Don't disturb the human

Why This Works

The key insight: your agent needs a "current state" file that's always up to date. When compaction happens, the agent reads this file and picks up exactly where it left off.

• Explicit state — No "did we discuss this?" guessing
• Daily files — Easy to review, grep, reference
• Curated memory — Long-term file stays relevant (not just logs)
• Checkpoint discipline — Survive context compaction

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