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STRUGGLE SESSION: The Coming of AI Matchmakers, Too Many Dumb Dealbreakers, The Late Great Bea Arthur, and More!

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I shared my concerns at the top of Episode 866 about the potential for AI technology to “supercharge the machine of compatibility,” as Bumble founder and CEO Whitney Wolfe put it at the CODE 2023 conference. Where Whitney saw super-computer-enhanced compatibility filters as empowering — no more wasting time on people who don’t already go to the same restaurants you do — I saw them as harmful. The longer your list of dealbreakers grows… and the more dealbreakers your AI yente encourages you to list… the longer and more frustrating...

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