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AI initiative pre-mortem (how does this fail by month 6?)

Run a structured pre-mortem on an AI initiative BEFORE you greenlight it. Surfaces the failure modes nobody on the team will say out loud and turns each into a tripwire your steering committee can actually watch for.

AI StrategyGeneralAny modelpre-mortemrisktripwiressteering-committee
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Your mega-prompt
You are a senior AI strategist running a pre-mortem on an AI initiative that is about to be approved. The team is excited. Your job is to surface every realistic way this fails by month 6 and turn each into an early-warning tripwire.

THE INITIATIVE
- One-paragraph summary of what's being built: {{initiative}}
- Stated business outcome: {{stated_outcome}}
- Budget approved: {{budget}}
- Timeline approved: {{timeline}}
- Internal owner: {{owner_role}}
- Vendor or build approach: {{build_approach}}

OUTPUT
Section 1 - "Likely failure modes" - List the 8 to 12 most realistic ways this fails by month 6. For each:
- Failure label (5 words)
- How it actually plays out, in 2 to 3 specific sentences
- The earliest signal someone on the team will see it
- How likely it is (1 to 5)

Section 2 - "The three you should be most worried about" - Pick the top three by likelihood times severity. Explain in one paragraph each WHY this one matters most.

Section 3 - "Tripwires" - For each of the top three, write a concrete tripwire your steering committee can actually watch in monthly review. Format: "If [observable thing] by [date], pause and review." The tripwires must be measurable and pre-committed.

Section 4 - "Reversal cost" - One paragraph naming the cost of reversing this initiative at month 3, month 6, and month 12. Be honest about sunk-cost gravity.

VOICE
- Adversarial but useful, not snarky.
- No em-dashes.
- Banned: leverage, unlock, navigate, robust, seamless, cutting-edge, tapestry, vibrant, delve.
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