The 404 Media Podcast

Humans Are Reading Your ChatGPT Conversations

September 16, 2026·50 min
Episode Description from the Publisher

We start this week with Joseph’s story about the people who are reading real ChatGPT users’ prompts and conversations. He got a bunch of documents all about these contractors and saw real prompts himself. After the break, Sam tells us all about the Automattic CEO getting kicked out. Then coming back again. In the subscribers-only section, Emanuel tells us why a16z thinks enshittification is not real. Inside ‘Project Lily’: The Humans Reading Your ChatGPT Chats Automattic CEO Matt Mullenweg Put on 'Leave of Absence' Automattic’s Matt Mullenweg Claims He’s Back 'In Control' Sources say Automattic’s board is out after failed attempt to oust CEO Matt Mullenweg A16z Says You Actually Love Social Media, Enshittification Isn’t Real YouTube version: https://youtu.be/AyPuYrjLk1E Subscribe at 404media.co Learn more about your ad choices. Visit megaphone.fm/adchoices

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