From appealing rejected claims to negotiating the cost of care, people are turning to ChatGPT and specialized AI to fight the health bureaucracy. And they’re racking up wins. On July 29, 2025, at 9:45 a.m., Christine Ressy was supposed to be undergoing surgery to remove kidney stones. Instead, Ressy, a 49-year-old hairdresser in New York City, found herself holding back tears in the waiting room of a Manhattan hospital. Unless she paid half of her $10,933 bill prior to surgery, her doctor simply could not operate, she had been told.