AI Field Guide · 007 of 11
The Challenge Set.
Your chatbot is a mirror, not an advisor. Four prompts that force real pushback and kill bad ideas before they cost money.
007 · 8 pages ยท Challenge prompts
How can AI improve critical thinking rather than simply agree with you?
Ask AI to challenge your reasoning. Useful questions expose counterarguments, alternative perspectives, missing information, and plausible failure modes.
How to put this into practice
For important decisions, request the strongest opposing case, ask what a skeptic would say, identify assumptions, and run a pre-mortem. Verify factual assertions independently and retain final judgment.
Example
Before raising prices, test churn risks, contract restrictions, competitor responses, and customer value rather than accepting a flattering initial answer.
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