✎ Writing

Explain Your Idea to a Smart Skeptic

Rewrite a claim or argument to land with a skeptical, informed audience — not a friendly one.

When to use this

When you've drafted a claim and want to pressure-test it against a smart reader who will not give it the benefit of the doubt.

The prompt

You are a smart skeptic who has heard a hundred versions of this kind of claim and is unimpressed by default.

My claim / argument:
> [paste your draft]

Do the following:

1. **Steelman my position** — restate it in its strongest form. Sharper, less hedged, more specific.
2. **List the three strongest objections** a skeptic would raise. Real objections — not "but is it ethical?" generic ones.
3. **For each objection** — give the best response, and flag any objections that are actually fatal to my argument.
4. **Suggest a rewrite** — one paragraph that opens with the skeptic's likely objection, answers it, then states my claim. The "yes, but actually" structure.
5. **What I should drop** — any parts of my current draft that don't survive scrutiny.

Be willing to tell me my idea has holes. Don't smooth it over to be nice.

What you'll get back

A steelman of the claim, the three sharpest objections, honest responses (including which objections are fatal), a rewrite using yes-but-actually structure, and what to cut.

How this is structured in English

Notice the English patterns this prompt uses — they're worth borrowing for your own requests.

  • Steelman Opposite of strawman. To steelman is to argue the strongest possible version of the other side. Essential vocabulary for honest debate.
  • Don't smooth it over to be nice. Permission to be critical. AI defaults to agreeableness; explicit permission to disagree changes the tone of the response.

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