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How we built an AI buyer that pushes back (instead of agreeing with you)

This story is from 2026-10-27. It is preserved in the archive; the latest stories are on the live feed.

If you've ever asked a chat model to "play a tough customer", you know what happens. It raises an objection, you give a so-so answer, and two turns later it says something like "That's a great point, I think we can move forward!" That's a pleasant thing in an assistant and useless in a sparring par…

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  1. 2026-10-27 18:56 · DEV Community — AI
    How we built an AI buyer that pushes back (instead of agreeing with you)

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