Field Note: 21 Ways AI Can Hallucinate in Your Legal Brief

Episode notes

In this Field Note, Ron Drescher breaks down one of the most important - and misunderstood - risks in legal AI: hallucinations. The episode begins with the recent Sullivan & Cromwell filing admitting AI-generated errors, with a close look at the now-famous Schedule A . While most commentary has focused on fake citations and misquotes, Ron highlights the more subtle - and more dangerous - types of hallucinations that appeared in that filing. From structurally corrupted citations to mutated judicial language, this episode explores how AI doesn’t just make obvious mistakes - it makes mistakes that look like law . Ron then expands the discussion to a broader framework, identifying both the most well-known hallucination risks and the lesser-known categories that are more likely to survive verification and make their way into filed briefs.

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