Stop asking AI what it thinks — ask it something it can actually answer

What this episode covers

You hand it a business plan, ask what it thinks, and it tells you it's brilliant — which is almost never the honest answer. This episode is about one of the most common mistakes people make with AI: asking open-ended opinion questions and then trusting the response. Andrew breaks down three specific reasons why "what do you think?" reliably gets you a bad answer — hedging, sycophancy, and false confidence — and what to ask instead. Questions like "what would a skeptic say?" or "what's the strongest case against this?" unlock far more useful feedback than any general opinion prompt. Jonathan connects this back to something the show keeps returning to: the clearer and more specific your input, the more you can actually trust what comes back. Good prompting isn't dead — it just looks like being precise about what you're actually asking for.New episodes every week — full video on YouTube. Hosted by Jonathan Spanos and Andrew Signore.

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