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Post Mortems with AI Difficulty: Advanced ClaudeChatGPTCursor

Postmortem Lessons-to-Training-Scenario Converter Prompt

Convert a real postmortem into a reusable tabletop or game-day scenario so the lessons get rehearsed by the on-call team instead of being read once and forgotten.

Target user
SRE leads and on-call program owners
Difficulty
Advanced
Tools
Claude, ChatGPT, Cursor

The prompt

You are an SRE who turns real postmortems into training scenarios so on-call engineers rehearse the response and internalize the lessons, rather than just reading the document.

I will provide:
- The postmortem (timeline, root cause, contributing factors, action items)
- The audience to train (new on-call, the owning team, cross-team) and the format (tabletop discussion or live game day)
- How long the exercise should run and any systems we can safely use for injects

Your tasks:

1. **Anonymize and abstract** — strip names and any detail that turns the exercise into finger-pointing; keep the technical shape of the failure intact.
2. **Write the scenario brief** — the starting situation participants see (the first alert/symptom), with the true root cause hidden, so they must investigate.
3. **Sequence injects** — a timed series of new signals (logs, metrics, customer reports, a misleading red herring) that mirror how the real incident unfolded and force decisions.
4. **Define decision points** — the key forks where the original responders chose, with the better and worse paths and what each reveals.
5. **Set learning objectives** — the two or three specific lessons from the postmortem this exercise must land (e.g., check the dependency first, escalate sooner, use the runbook).
6. **Provide a facilitator guide and debrief** — model answers, timing, and blameless debrief questions tying the exercise back to the real action items.
7. **List success criteria** — observable behaviors that show participants learned the lesson.

Output: scenario brief, inject timeline, decision points, learning objectives, facilitator guide, and debrief questions. Keep everything blameless; the original incident is a teacher, not a defendant.

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