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Serious Trouble

Serious Trouble

Written by: Josh Barro and Ken White
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An irreverent podcast about the law from Josh Barro and Ken White.

www.serioustrouble.showVery Serious Media
Politics & Government
Episodes
  • Humphrey's Executioner
    Jul 9 2026
    This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show

    Humphrey’s Executor, which has been obviously dead for some time, is now officially overturned. Except! The Federal Reserve is special and unique and in a historical tradition. Also this week: John Bolton has pleaded guilty to mishandling national defense information and might even get jail time. In Florida, federal prosecutors mistakenly disclosed Jack Smith’s report on the documents investigation to Carmen Mercedes Lineberger, as part of their prosecution of Lineberger for stealing a copy of the report (which she labeled as a “bundt cake recipe,” oops).

    For paying subscribers: In Chicago, US Attorney Andrew Boutros is in more trouble. And in Minnesota, more subpoenas have been quashed as politically motivated. Alleged pipe bomber Brian Cole hasn’t been pardoned. Todd Blanche doesn’t want to release more Epstein documents. A prosecution relating to Trump’s reflecting pool is likely to face problems. Florida’s “Stop WOKE Act” has been thrown out. And the ACLU of Maine wants the Secret Service to let the “Cats on a Couch” lady troll JD Vance in person.

    Upgrade your subscription now at serioustrouble.show.

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    21 mins
  • At Least the Fancy Lawyers Are Still Getting Rich
    Jun 26 2026

    David Lat joins Josh Barro for a conversation about the state of the legal industry under Donald Trump — how Big Law and the legal industry are faring after those executive orders and settlements — and they talk about how AI is changing the work of law firms, from staffing to billing rates. Plus: a look at the unusual breakdown in Thursday’s Supreme Court decision in the Monsanto case.

    We hope you enjoy the episode and the holiday, and Ken and Josh will be back with more after July 4. To find a transcript of this episode and sign up for updates from us, got to www.serioustrouble.show.



    This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.serioustrouble.show/subscribe
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    46 mins
  • America's Next Top Tort
    Jun 19 2026
    This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show

    The U.S. Attorney’s office in Chicago has dismissed another high-profile case — this one a COVID fraud case — that had been led by AUSA Sheri Mecklenburg. We discuss that and more developments in the Broadview Six case. Meanwhile, in Minnesota, federal prosecutors have obtained a conspiracy indictment against self-proclaimed “Antifa” activists who sought to interfere with ICE operations in the Twin Cities. And the slush fund drama continues even as Todd Blanche seeks approval to become for real-for real Attorney General. And soon-to-be-congressman Brad Lander is acquitted in his own misdemeanor case about ICE obstruction.

    Plus, for paying subscribers:

    * A look at Sam Bankman-Fried’s prison life, his aspirations to return to changing the world (something Judge Lewis Kaplan would really like him not to try to do again), and how Michael Avenatti thinks he’s too full of himself,

    * A loss in Trump’s fight to eliminate “woke” signage from national parks,

    * Tyra Banks’s stronger-than-expected defamation claim against Netflix, in which she is invoking the Earl Milford doctrine (with representation from Clare Locke!), and

    * A look at some guys who are arguably even dumber than Jacob Wohl.

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    28 mins
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