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Sydney Lake

A ChatGPT prompt almost killed Ryan Serhant’s $50 million NYC penthouse deal. Here’s how he saved it

Ryan Serhant ChatGPT Fortune

(Credit: Stuart Isett—Fortune)

AI can drudge up untrustworthy sources or just feel kind of “off,” but the technology has also been pretty consequential for some business owners. In fact, celebrity real estate agent Ryan Serhant said at the Fortune Brainstorm Tech conference last week that ChatGPT nearly blew a $50 million deal for his firm.

When asked by Fortune’s Term Sheet editor Allie Garfinkle about what happens when AI goes wrong, Serhant, the founder and CEO of his namesake brokerage, Serhant, remembered a time when he was selling a New York City penthouse.

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