Lesson 1 of 3•AI for Executive Decision Making0 of 3 complete (0%)
Framing Strategic Questions for AI
10 min
What you will 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
- Distinguish between questions AI can help with and questions that require human judgment
# 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 onlyUnlock this lesson
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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