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red-team-my-plan

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Attack your own plan the way a smart adversary would — find the weakest point, the thing you're hoping nobody notices, and where it breaks under pressure. Use when asked to red-team this, attack my plan, find the holes, or where does this break. Produces an adversarial breakdown of the plan's weakest points, the single move an opponent (or reality) would make to break it, the part you're quietly hoping holds, and the fixes that close the biggest gaps — a hostile stress-test done by your own side, before someone else does it for real.

plugins/pm-thinking/skills/red-team-my-plan/SKILL.md

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Network or broad shell
Last checked
Nov 9, 2026

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Repository last updated
Nov 10, 2026
License
MIT

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# Red-Team My Plan

You're the worst judge of your own plan because you want it to work. This puts on the adversary's hat: it hunts for the weakest link, the optimistic hand-wave, the single point of failure, and the move a competitor or reality would make to knock it over — then hands you the fixes. Better a friendly attack now than a real one later.

> **Not quite this?** Use `red-team-review` when you are running a structured red-team review of someone else's plan; use `acquirer-red-team` when you are preparing for an acquirer's due diligence on your numbers.

## What This Skill Produces

- **The weak points** — where the plan is most vulnerable, ranked
- **The killer move** — the single thing an adversary (or reality) would do to break it fastest
- **The hope-it-holds part** — the spot you're quietly relying on without proof
- **Single points of failure** — where one thing going wrong takes down everything
- **The fixes** — the specific changes that close the biggest gaps, prioritized
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