Legal Horror Stories To Keep You Up At Night

It’s Halloween week, so we’re turning off the lights and telling scary stories. But twist! These aren’t about ghosts, they’re about the legal industry in 2026. First up: how the Supreme Court let Alabama bring back a congressional map a federal court found intentionally discriminatory, without offering a word of explanation. Then there’s the Justice Department’s plan to let the Attorney General freeze state bar ethics investigations into DOJ lawyers. And no firm is too elite to get burned: Sullivan & Cromwell had to apologize to a bankruptcy judge for AI hallucinations, and Skadden and Kirkland got hit with a $2 million benchslap for hiding evidence.

We also look at what happens when a law firm starts to unravel. Cadwalader’s merger with Hogan Lovells was supposed to stop the bleeding, but it sent even more partners running for the exits. And Freshfields’ global managing partner lived every lawyer’s nightmare when he accidentally sent the firm’s secret AI spinoff plans to the entire firm, along with a bonus insult to some very important clients. Listen in, then tell us which story scared you most by emailing [email protected] with your pick for the scariest story of the year.

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