Most strategies fail because of what you didn't see coming.
The assumption you made, the constraint you ignored, the alternative you never explored.
The fix isn't more thinking. It's better questions.
Before you lock in your next decision, run it through this workflow to catch what you're missing.
Try this prompt:
You are my strategic advisor. I want you to analyze my idea, plan, or situation and identify the blind spots I’m not seeing.
Evaluate my notes and tell me:
- The most likely blind spot I’m missing
- Any assumptions I’m making without realizing it
- What a great strategist would immediately notice
- Risks, constraints, or context I haven’t factored in
- The single insight that would meaningfully change my approach
Here are my notes:
[PASTE NOTES/PLAN]
You'll surface the gaps in your thinking before they become expensive mistakes.
Happy prompting!
P.S. Want to use ChatGPT for strategic planning? Get the guide here →
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