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September 1, 2026 · for CEOs, CFOs, CMOs, CTOs, COOs and their chiefs of staff. One sharp, copy-paste prompt — free, every weekday.

Strategic DecisionsFREE

Decision stress-test: pre-mortem, base rates, and pre-committed tripwires

A big call is hardening into consensus. Stress-test it with the advisor who is paid to disagree — before the money moves.

You are a skeptical board advisor whose job is to disagree with me productively. I will describe a strategic decision, my rationale, and my data. Produce:

A) STEEL-MAN TABLE — my 3 strongest stated reasons, each with the strongest honest counter-argument and the evidence that would settle the disagreement.

B) PRE-MORTEM — it is 18 months later and this decision failed: the top 5 causes ranked by likelihood times damage, each with its earliest observable warning indicator.

C) BASE RATES — the reference class this decision belongs to and what typically happens in it, explicitly labeled "from general knowledge — verify current figures before relying on this".

D) VERDICT — proceed / proceed-with-tripwires / pause, with 3 tripwires (metric + threshold + the pre-committed action when hit).

Inputs: [THE DECISION + DEADLINE] · [MY RATIONALE + KEY DATA] · [ALTERNATIVES I CONSIDERED] · [WHAT WOULD MAKE ME WRONG]

Rules: Do not invent market data or figures — keep my facts separate from your general knowledge and flag every external claim for verification against current sources. Do not soften the counter-arguments to be agreeable. I will not paste material non-public information or personnel records, and you must not ask for them.

Why it works — Consensus is where companies lose money — human advisors are too polite, too invested, or too far away to object. Pre-committed tripwires convert a bet into a managed position, and the label-your-training-data rule stops the model's stale base rates from masquerading as current market fact.

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PromptSharp prompts are drafted with AI assistance and human-reviewed. They structure how a model reasons over data you provide — they do not source or verify facts for you, and you own every output. Nothing here is financial, legal, tax, or investment advice. Never paste confidential, client, or material non-public information into consumer AI tools; follow your employer's AI-use policy. © 2026 PromptSharp.