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An Arm and a Leg

An Arm and a Leg

The Chatbot Will See You Now: Big Tech In Therapy (from Organized Money)

May 21, 2026 · 56m

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One place you might assume is safe from prying ears is your therapy session. But as more therapists struggle to negotiate with insurers, they’re turning to tech middlemen like BetterHelp and Headway that promise to take care of the insurance admin and match them with patients. And these companies are sometimes recording and transcribing your sessions — and then turning around and sharing that data with social media companies and investors. And there are concerns that these confidential discussions could be used to train the next generation of chatbot therapists. So this week, we’re bringing you an episode from our pals at Organized Money , a show about corporate…