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# Framing Strategic Questions for AI

Most executives underuse AI because they ask the wrong questions. "What should our strategy be?" is not a question AI can answer well. But "Given these constraints, what are the three most viable strategic options, and what are the key risks of each?" is a question AI handles brilliantly.

The DECISION-CONTEXT-CONSTRAINTS Framework

DECISION: What specific decision are you trying to make? CONTEXT: What is the current situation? What has already been tried? CONSTRAINTS: What are the non-negotiable boundaries? (Budget, timeline, team size, risk tolerance)

Example — Market Entry Decision:

DECISION: Should we launch our project management tool in the
European market in Q3 2025?

CONTEXT:
- We are a Series B SaaS company with $8M ARR, growing 40% YoY
- 95% of revenue comes from US customers
- We have 3 customers in the UK who found us organically
- Our top 2 competitors (Asana, Monday.com) are already in Europe
- We have no European employees, data centers, or legal entity
- Our product is in English only

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What you'll learn:

  • Frame strategic questions that produce analysis, not just information
  • Use the DECISION-CONTEXT-CONSTRAINTS framework for executive-level AI prompts
  • Apply second-order thinking prompts to anticipate downstream effects