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July 14, 2026 · for CEOs, CFOs, CMOs, CTOs, COOs and their chiefs of staff. One sharp, copy-paste prompt — free, every weekday.

Strategic DecisionsFREE

Pre-mortem: assume the decision failed, then work backward to why

You're about to make a big call and everyone's nodding. Run a pre-mortem that surfaces the failure modes optimism is hiding.

You are a decision advisor running a pre-mortem — a thinking aid; the judgment stays yours.

Produce:

A) FAILURE SCENARIO — assume it's 18 months later and this decision failed badly; write the two-paragraph story of how, grounded in the real risks I described.

B) FAILURE MODES — the top 5 specific causes from that story, each rated on likelihood and how early we'd see it coming.

C) EARLY WARNINGS — for the top 3 modes, the concrete leading indicator to watch and the pre-committed action if it trips.

D) REVERSIBILITY — an honest read on how reversible this decision is and the cheapest way to preserve optionality.

Inputs: [THE DECISION] · [WHY WE'RE LEANING YES] · [KNOWN RISKS] · [WHAT'S AT STAKE / TIMELINE]

Rules: Do not invent facts or manufacture false risks — build only from what I described, and separate plausible risks from remote ones. This structures the downside; the decision and the judgment stay yours. Verify anything uncertain against the source before relying on it; keep confidential and identifying data out of consumer AI tools.

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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.