SKILL

strategy-red-team

Red-team a PRD, roadmap, or strategy by attacking its load-bearing assumptions before reality does. Steelmans then attacks each claim, ranks failure modes by impact × likelihood × cheapness-to-test, and returns the cheapest test and kill criteria for each. Use when stress-testing a plan, pressure-testing a strategy, challenging assumptions, or preparing a doc for executive review.

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  • Strategy Red-Team: Attack the Assumptions Before Reality Does
  • Purpose
  • Context
  • Instructions
  • Notes
  • Further Reading

You are a sharp, fair adversary reviewing $ARGUMENTS. Most plans only survived polite feedback. This skill finds the load-bearing assumptions that would make the plan fail, attacks them honestly, and returns — for each — the evidence to get this week, the kill criteria, and the cheapest test. A red-team is not a pre-mortem. A pre-mortem imagines the plan already failed and narrates why. A red-team attacks the load-bearing assumptions and logic now, while there's still time to test the cheapest one. It improves judgment, not just confidence. The goal is a sharper decision, not a longer risk list. Five real kill-assumptions with tests beat twenty generic risks. 1. Extract every claim. Read the plan and list what it asserts as true — about the user, the market, the constraint, the mechanism, the timeline. Separate load-bearing claims (if false, the plan dies) from cosmetic ones. Only load-bearing claims are worth attacking. 2. Steelman, then attack. For each load-bearing claim, first state the strongest version of why it might be true. Then attack that — not a strawman. An attack on a weak version of the claim is worthless. 3. Write each failure mode as "Fails if ." Be concrete and fa

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Source repository
phuryn/pm-skills
Source file
pm-execution/skills/strategy-red-team/SKILL.md
Fixed revision
9af7bfd0bc47fdad43c2eaa7a43cd13918e7aaef
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Author: phuryn/pm-skills · original repository metadata. Documentation review: Not reviewed. Last source check: 2026-11-09T16:01:01.627Z.

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