A federal judge ruled AI chats have no attorney-client privilege. A CEO’s deleted ChatGPT conversations were recovered and used against him in court. On the same day, a different judge ruled the opposite.
A federal judge ruled that your AI conversations can be seized and used against you in court — and deleting them doesn't help. **The Heppner case (February 2026):** - Former CEO Bradley Heppner used Claude to prep his fraud defense - Judge Jed Rakoff ordered him to surrender 31 AI-generated documents - Ruling: no attorney-client privilege exists "or could exist" between a user and an AI platform **The Krafton case:** - A CEO used ChatGPT to plan how to avoid paying promised earnout payments - He deleted the conversations - The court recovered them anyway and reversed his decisions **The contradiction:** - Same day as Rakoff's ruling, a Michigan judge reached the opposite conclusion - Protected a woman's ChatGPT chats as personal "work product" - A Colorado court later sided with Michigan b...

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