strategy-red-team

SKILL.md

Strategy Red-Team: Attack the Assumptions Before Reality Does

Purpose

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.

Context

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.

Instructions

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.

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.

Write each failure mode as "Fails if ___." Be concrete and falsifiable. "Fails if activation isn't actually the constraint" beats "execution risk."