Prompting Skills playbook/Module 10 · Advanced

Day 99 / 100 · Advanced · Long-running tasks

Big jobs need milestones.

Multi-hour agent work, large migrations and research that runs over days need structure, or small errors pile up.

01

Plan first

Have it write the plan. You approve it before any work.

02

Work in chunks

One milestone at a time, each small enough to check.

03

Keep a progress file

Done, next, decisions, blockers. So any session can pick up.

04

Review each batch

Check before the next chunk builds on it.

Plan it. Chunk it. Log it. Review it.