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/thinking-pre-mortem

Before committing to a plan or launch, assume it already failed and reason backward through concrete causes — convert failure paths into mitigations, gates, and stop checks.

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thinking-skills
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$ npx -y skills add tjboudreaux/cc-thinking-skills --skill thinking-pre-mortem --agent claude-code

How it fires

How this skill gets triggered: by you, by Claude, or both.

  • Fires itselfAuto-invocation. Claude auto-loads it when your prompt matches the work.Auto-invocation is when the right skill fires by itself at the right moment, driven by a FLOW.md router and a hook, instead of you invoking it by name. It is the difference between a skill being installed and a skill actually getting used.Read the full definition →
  • You can call itInvoke it directly when you want it.
  • Slash command/thinking-pre-mortem

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Before committing to a plan or launch, assume it already failed and reason backward through concrete causes — convert failure paths into mitigations, gates, and stop checks.

SKILL.md

thinking-pre-mortem.SKILL.md
name: thinking-pre-mortem
description: Before committing to a plan or launch, assume it already failed and reason backward through concrete causes — convert failure paths into mitigations, gates, and stop checks.
disable-model-invocation: true

Pre-Mortem Analysis

**Core rule:** Prospective hindsight beats "what could go wrong?" Assume the plan has already failed (past tense), generate concrete failure paths, reverse them into prevention requirements, and bind each top path to a verifiable plan change.

When to Use

  • Before kickoff, major technical commitment, high-risk sprint work, launch, or release.
  • After a plan looks solid but before execution, especially when optimism or overconfidence is likely.
  • When a decision is costly to reverse and risks are still implicit rather than enforced.

When NOT to Use

  • Work is small, local, and cheaply reversible — skip the ceremony.
  • You are mid-incident under time pressure — act now (OODA / scientific method); pre-mortem is pre-execution.
  • You would only emit generic risks ("scope creep", "requirements unclear") that do not bind to this plan.
  • Risks are already enforced by live gates (CI, canary, rollback, alerts) with no residual unlisted path.
  • A mature risk register already covers the same specific failure paths with owners and checks.

Procedure

1. **Set the failure frame in past tense:** "It is [post-deadline date]. The plan failed: [rollback / data loss / no adoption / SLA breach]." Explaining a happened failure is required; predicting one is not enough. 2. **Generate failure reasons before filtering:** sweep technical, process, assumptions, dependencies/external, and people. Force a second pass: "What did the plan most need to be true that was not?" Collect breadth first (aim for many distinct reasons); do not rank mid-sweep. 3. **Prioritize:** group by theme; score likelihood × impact; keep the top 3–5 concrete risks (drop generics that do not bind). 4. **Failure-first reverse analysis (absorbed reverse path):** for each top risk, (a) restate the failed outcome in past tense, (b) list **necessary/enabling conditions** that had to be true for that failure, (c) **invert** each condition into a verifiable prevention requirement (avoid/require rule + check), (d) bind **owner, verification checkpoint, and ship/stage gate**. 5. **Mitigate and update the plan:** for each top risk, attach mitigation steps, spike/contingency if needed, and the reverse-analysis prevention requirements as explicit plan gates. A pre-mortem with no plan change is incomplete. 6. **Stop when** top risks each have a bound mitigation or prevention gate, or when further reasons are only generic restatements — then ship the updated plan, do not keep brainstorming.

Output

1. **Failure scenario** — past-tense disaster frame with date and failed outcome. 2. **Failure reasons** — unfiltered list, then prioritized top 3–5 with likelihood × impact. 3. **Reverse paths** — for each top risk: necessary conditions → inverted prevention requirements. 4. **Mitigations** — owner, verification checkpoint, ship/stage gate per top risk. 5. **Plan deltas** — concrete tasks, spikes, contingencies, and gates added to the plan.

Verification

  • **Falsify/stop:** if no plan-specific failure path can be stated in past tense with necessary conditions, stop — you are generating theater, not risk. If a "mitigation" has no verification checkpoint, it is not done.
  • **Over-application guard:** do not pre-mortem reversible chores, mid-incident firefighting, or systems that already enforce the same paths. Do not leave abstract risks as "mitigate later"; either invert them into gates or drop them as non-actionable.
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Ships withthinking-skills

28 portable Agent Skills for structured reasoning in Claude Code, GitHub Copilot, Codex, Cursor, and other compatible tools Claude Code Thinking Skills is a public catalog of Agent Skills.

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JavaScript
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1mo ago
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Repo: tjboudreaux/cc-thinking-skills

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