ThinkingBest with Claude

Devil Advocate

When to use it

Steelman against my plan

The prompt

Argue forcefully against my plan: {{plan}}. Rationale: {{rationale}}. Give me the 5 strongest objections a smart critic would raise, with evidence, and how I would answer each.

Replace anything in [brackets] with your own details, then paste into Claude.

Included in the Pro Playbook

Get the full system — $24.91

Notion templates, worked examples, and the 30-day challenge — plus the frameworks that turn single prompts into a repeatable daily workflow. One-time payment, lifetime updates.

Get the full system — Notion templates, worked examples, and the 30-day challenge — $24.91

More thinking prompts like this

Browse all prompts →