• The Happiest Place on Earth (a Courtroom)
    Aug 20 2026
    This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show

    Like some of the big law firms, Disney hoped to buy peace with the Trump administration through a bogus settlement. It didn’t work. Disney is now suing the FCC, saying the commission’s move to review its broadcast licenses early is unconstitutional retaliation for its speech — namely, ABC broadcasts the president doesn’t like. Our discussion of the ABC litigation is for all listeners this week.

    For paying subscribers, Ken and Josh discuss Luigi Mangione’s choice to plead guilty in federal court with no plea deal; another rejected Trump administration gambit to install US attorneys without the Senate’s approval; a victory for Harvard in litigation with the Trump administration; expert witness AI shenanigans; and the mailbox-rifling congressman.

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    22 mins
  • Because I Got Highly Likely to Lose an Anti-SLAPP Motion
    Aug 14 2026
    This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show

    The Tate brothers want bail pending their extradition proceedings to the United Kingdom, which is a long shot, not just because their social media is full of statements about how they are flight risks. “You can’t ban me from driving, I have nine drivers licenses. You can’t freeze my passport, I have four.”

    Also this week: trouble for Rep. Max Miller, US Attorney Jeanine Pirro’s new special grand jury, opposition to President Trump’s new effort to restrict birthright citizenship, and at the latest action in the litigation over the White House ballroom!

    Paying subscribers also hear about:

    * Trump’s new effort to fire Federal Reserve Board member Lisa Cook.

    * Long-suffering federal Judge Emmett Sullivan’s ongoing dissatisfaction with Todd Blanche’s handling of Epstein file redaction, including Blanche’s claim they can’t redact handwritten documents.

    * More legal trouble for the SPLC: the indictment of its former CFO and a failed motion to dismiss charges on the grounds of vindictive prosecution.

    * Trump’s ongoing effort to avoid disclosing financial information in his defamation case against the BBC, and

    * A new and unwise Afroman lawsuit against one of the cops who raided his home. You gotta quit while you’re ahead, Afroman.

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    23 mins
  • Who's to Judge Jeanine?
    Aug 6 2026
    This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show

    This week: Jeanine Pirro would like everyone to know this embarrassing turn in the reflecting pool case is all Interior Secretary Doug Burgum’s fault. We talk about her remarkable and remarkably detailed filing seeking to dismiss charges against David Hearn related to the pool, plus Anthony Fauci refusing to testify before a Senate hearing, citing his Fifth Amendment right against self-incrimination.

    Those discussions are for all listeners, along with a look at what Todd Blanche’s letters to the Senate say and don’t say. Paying subscribers also hear about:

    * A lesson from Rep. Chuck Edwards, on how being creepy can constitute sexual harassment even if you never explicitly ask for sex.

    * Paramount’s litigation strategy choices.

    * Capital One’s arguments that it didn’t violate the president’s civil rights.

    * Judge Amit Mehta reluctantly vacating the case against Stewart Rhodes.

    * More problems with posting through it at DOJ.

    * And Kash Patel being deprived of a default judgment in a bullshit defamation case for the court’s lack of personal jurisdiction over the defaulted defendant.

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    24 mins
  • Comey's Got the Moves
    Jul 30 2026
    This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show

    This week: Did you miss James Comey? Well, he’s back: he’s filed a flurry of motions attacking his prosecution for seashell-related offenses. We talk through all of them, plus motions from Olympian James Hearn, who also wants to look into possible grand-jury shenanigans leading up to his indictment for damaging the liner of the reflecting pool.

    All listeners get our discussions of those cases. For premium subscribers, there’s also:

    * Why the Trump administration has given up, for now, on its subpoenas to New York Times reporters.

    * The administration admitting it canceled energy project grants based on whether they were in states that voted for Trump.

    * Discovery trouble for Trump in his lawsuit against the BBC.

    * More Epstein files shenanigans.

    * Justin Baldoni — already not having a great couple of years — losing an anti-SLAPP lawsuit against his production company brought by The New York Times.

    * Chriayu Rana suing JP Morgan again, this time in federal court, and…

    * an exciting new business venture from Jack Burkman and Jacob Wohl that is not (yet) the subject of a legal proceeding.

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    21 mins
  • Later, Tater
    Jul 24 2026
    This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show

    What a reversal of fortune for Andrew and Tristan Tate! One minute you’re the toast of (certain quarters of) MAGA; the next minute federal agents are arresting you, intending to extradite you to face rape charges in the UK. This week, we talk about how extradition works, and while Trump could intervene at any time to stop the extradition, his spokeswoman says he won’t.

    Also this week: Federal officials failed to preserve key evidence in the case of the alleged reflecting pool vandal — that is, the government threw away the liner. The Trump DOJ is once again fighting with local district judges over who should serve as interim US Attorney, and what’s new this time is that the fired interim appointee is suing to get his job back.

    Paying subscribers also get:

    * A fairly silly defamation lawsuit from Madison Square Garden against Wired, and discovery trouble for President Trump in his “$10 billion” lawsuit against the BBC.

    * Trump’s flailing effort to get the courts to order E. Jean Carroll to give him his $5.6 million back, and what he’d have to do in order to actually draw Rule 11 sanctions with this nonsense.

    * A new court we’d never heard of, because it had never been used before this month: the Alien Terrorist Removal Court.

    * A lawsuit that says Agriculture Secretary Brooke Rollins is proselytizing to her employees in violation of the First Amendment — and, yes, the Administrative Procedure Act.

    * And a really weird AI misuse case from Brazilian labor courts.

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    18 mins
  • Stretching the Limits of the Courts
    Jul 17 2026
    This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show

    This week: Judge Kathleen Williams’ eviscerates President Trump’s attorneys for their sham lawsuit that was ultimately used as a pretext to create the “weaponization fund” settlement. Her order is bracing. But what are its practical effects? Is the settlement actually void, including the part that was supposed to protect Trump from future IRS audits? Also: E. Jean Carroll finally got the smaller of her two Trump judgments paid out. And we consider the very aggressive legal theory under which Mahmoud Khalil is suing the people who advocated for him to be deported, and the Trump administration’s effort to find out how The New York Times learned about security threats to the president’s new Qatari jet.

    That’s this week’s free episode. For paying subscribers, we look at the Trump administration’s effort to get information about how Boris Epshteyn, its own representative, communicated with law firms that settled in the face of adverse executive orders. Awkward. Plus: a defamation case that should worry New York City Councilwoman Vickie Paladino, at least as regards one of its claims, and we consider a bizarre episode that has Jack Burkman and Jacob Wohl back in the news, pursuing their very own big-boy federal felonies. It involves a rapper named “Boosie Badazz,” whom they charged a large fee in exchange for assistance getting a pardon, and whom they did not in fact get pardoned.

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    32 mins
  • 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.

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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