In a June 11 webinar hosted by the International Center for Law & Economics, Technische Universität München, and the Data Regulation & Innovation Initiative, Theodore Christakis and Mikolaj Barczentewicz examined whether conversations with AI assistants should receive legal protection and the growing risks that user chats may be exposed through corporate disclosure, government demands, civil discovery, or data breaches. Drawing on recent cases—including a federal order requiring OpenAI to preserve and produce millions of ChatGPT conversations in The New York Times copyright litigation—the discussion explored the legal, technical, and institutional challenges involved in creating a credible “AI privilege.” Video of the full webinar is embedded below.