AI is not a lawyer, and using it as one comes at a price

Jason Olivier • March 25, 2026

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Treat AI Like Your Lawyer: the free cost can be EXPENSIVE

AI tools are increasingly integrated into various aspects of our lives, with people using them for legal preparation. However, a recent court ruling serves as a crucial reminder: Chatbots are not private, and the information shared within them can be used against you.


This week, a federal judge made a decision allowing prosecutors access to AI chat transcripts created by Brad Heppner, the founder of a finance startup. Heppner was charged with defrauding a company of $150 million. He had used Anthropic’s Claude chatbot to create notes and reports related to his legal defense after learning about the investigation.


Heppner's legal team argued that the chats should be protected as part of legal strategy discussions. The judge rejected this argument.


The issue is that by utilizing an AI chatbot, Heppner essentially shared the information with a third party. The AI tool's terms explicitly stated that chats were not confidential, leading the court to rule that the conversations were not protected by attorney-client privilege.


This ruling has created concern within the legal community. Lawyers are emphasizing that many individuals are unaware that sharing sensitive information, particularly regarding lawsuits or investigations, with a chatbot can make it admissible in court. Some attorneys are already requesting AI chat histories during litigation.


This case is not isolated. Courts are increasingly acknowledging the use of AI in legal disputes, ranging from business agreements to copyright cases. However, this case may be the first instance where the use of an AI tool directly resulted in the loss of legal privilege.


The main point to remember is this: While AI can be a helpful tool, it is not a substitute for legal counsel. Until legal frameworks catch up, any information entered into a chatbot, especially regarding legal matters, should be considered potentially public.

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