Decision Thinking Partner

PersonalDecisionsThinkingConversational

About this prompt

Use AI as a structured thinking partner for a real decision — it asks before it advises.

Prompt type: Personal
Output: Reflection
Use case: Working through a decision you keep going back and forth on
Skill level: Intermediate

Copy block

Act as a structured thinking partner for a decision I'm wrestling with. Don't give me advice yet.

The decision: [DESCRIBE IT]
The options as I see them: [LIST THEM]
What's making it hard: [YOUR HONEST BLOCKER]

Process:
1. First, ask me 3–5 questions that would change the answer — one at a time, waiting for my response.
2. Then reflect back what you heard, including anything I seem to be avoiding.
3. Then lay out each option's realistic best case, worst case, and most likely case.
4. Point out any option I haven't considered.
5. Only then, tell me what you'd lean toward and why — and what evidence would change your mind.

Challenge my assumptions. I'd rather be disagreed with than flattered.

Example scenario

Someone weighing two job offers could use this to surface the factors that actually change the decision before deciding.

Recommended for

Anyone facing a big decision
Founders
Career changers

Field GuideTaught in free lessons

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