Squeeze My Prompt
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I want to get advice on a decision.

Every question is optional. The ones marked Recommended matter most.

For example: Offered a job: 15% more pay, 50-minute commute.

For example: Take it, or negotiate remote days first?

For example: Family time, then pay, then career growth.

For example: Accept, negotiate, or decline.

For example: Must answer by Monday.

For example: Leaning towards taking it, for the pay.

For example: A recommendation, plus the one thing that would change it.

More detail, if you have it

How should the AI start?
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How to ask an AI for advice on a decision

Use this form when you are weighing a choice: a job offer, a purchase, a move, how to handle a situation at work. Advice of this kind is a large share of what people ask AI for. In a study of how people use ChatGPT, how-to advice alone was 8.5% of messages, and the authors describe this kind of guidance as highly customized to the person asking. The more of your situation the AI has, the less generic its answer.

  • Situation. Give the facts, not a summary of how you feel about them. Anthropic’s prompting guide suggests writing for the AI as you would for a capable colleague who knows nothing about your situation.
  • Question. Say exactly what you need to decide or know. Google’s prompting guide advises giving the model clear and specific instructions.
  • What matters most. List your priorities in order. They are the criteria the AI should weigh the options against, and both Anthropic and OpenAI’s prompt guidance advise stating what a good outcome looks like.

The optional “Your leaning” question is worth answering if you have one. AI assistants tend to agree with the user, as Anthropic’s research on sycophancy found, so the form asks the AI to give the strongest case against your leaning instead of simply confirming it. “What you want back” lets you choose a straight recommendation or pros and cons to weigh yourself.

A worked example

Someone has been offered a job with more pay and a longer commute. Their answers: the situation, the question, what matters most, and which way they are leaning. The form composes:

I need help with this decision: Take it, or negotiate remote days first?

<context>
The situation: Offered a job: 15% more pay, 50-minute commute.
Which way I'm leaning: Leaning towards taking it, for the pay.
Treat my leaning as something to test. Give the strongest case against it.
</context>

<constraints>
What matters most to me, in order: Family time, then pay, then career growth.
</constraints>

Today's date is November 10, 2026. State the assumptions you made. If this touches health, law or money, say what a professional should check. If the information here is not enough to answer well, say so and tell me what you would need. If something missing would materially change the result, ask me up to 3 short questions first. Otherwise proceed and state your assumptions.

What the form adds for you

It asks the AI to state its assumptions and, where a question touches health, law or money, to say what a professional should check; that line is this site’s own choice, in keeping with the self-checks that OpenAI’s GPT-5.2 prompting guide advises for legal and financial work.