Leadership & Teams · Pre-Mortem
AI Pilot Pre-Mortem
Imagine an AI pilot failed six months from now, then expose the workflow, adoption, evidence, and ownership problems most likely to cause it.
ORIGINAL BY ZAIN HASEEB · 1.0.0 · DEVELOPED FROM STRAITEGY HUB AUDIENCE AND OPERATING FRAMEWORKS WITH AI-ASSISTED DRAFTING.
Copy-ready prompt
Assume this AI pilot failed six months from now. Reconstruct the failure before we invest further.
PILOT: {{PILOT}}
BUSINESS PROBLEM: {{PROBLEM}}
USERS AND OWNER: {{USERS_AND_OWNER}}
WORKFLOW CHANGE: {{WORKFLOW_CHANGE}}
SUCCESS CLAIM: {{SUCCESS_CLAIM}}
DATA, TOOLS, AND VENDORS: {{DEPENDENCIES}}
Generate failure scenarios across problem selection, user behavior, context quality, output review, integration, data rights, security, vendor change, cost, measurement, leadership incentives, and ownership after launch. Rank by likelihood times consequence.
For the top five, state the earliest observable warning, prevention, contingency, and person who must own it. Identify whether the pilot is testing a tool, a workflow, or an organizational behavior. End with a revised pilot contract, leading indicators, kill criteria, and the smallest pilot scope that can still produce decision-grade evidence.