A ChatGPT prompt almost killed Ryan Serhant’s $50 million NYC penthou… | HappeningNow.news
Published Date: June 16, 2026
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A ChatGPT prompt almost killed Ryan Serhant’s $50 million NYC penthouse deal. Here’s how he saved it

A high-stakes real estate deal in New York City nearly fell through due to a misstep involving a chatbot.

Source Fortune AI Summary Updated 2h 06m ago
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A high-stakes real estate deal in New York City nearly fell through due to a misstep involving a chatbot. Ryan Serhant, a broker, was involved in a $50 million penthouse sale that was almost derailed by a prompt entered into the chatbot ChatGPT. The incident highlights the potential risks of relying on artificial intelligence in complex transactions. Serhant's experience shows that AI can sometimes produce unexpected or misleading information, which can have serious consequences in high-stakes deals. Serhant was able to salvage the deal, but the incident underscores the limitations of AI in certain contexts.

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