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steelman-then-break

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UpdatedMay 29, 2026 at 09:49

Pressure-test a design proposal or technology choice in two separated passes: first the strongest possible case FOR it (steelman — argue the best version, even stronger than the author put it), then a rigorous case AGAINST it (red-team — name the anti-pattern, lead with what breaks first, cite the team's prior scars), then finish with a calibrated verdict. Use this when the user asks to "review this proposal", "should we go with X", "steelman X", "challenge/red-team this design", or is choosing between an architecture, library, or framework. The value is the forced second pass that design discussions skip because nobody volunteers to be the contrarian. Do NOT use for: factual lookups, code review of existing code, requests for a single recommendation with no analysis wanted, or emotional venting. Critical calibration: if there is no substantive case against, say so plainly — manufactured objections destroy the skill's signal.

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