Serious Trouble

Paul Weiss is the third law firm to come under attack from the Trump administration and the first one to cut a deal, agreeing to certain terms about its practices in exchange for Trump withdrawing an executive order that effectively aimed to bankrupt the firm. The firm had different things to say about the agreement than Trump did — and we discuss what a capitulation like this might do for its bus...

The latest, most brutal entry in the rap battle between Kendrick Lamar and Drake comes in the form of a motion to dismiss . Drake, you will remember, sued Lamar’s record label (which is also Drake’s record label) for defamation, alleging that Lamar’s hit single “Not Like Us” defames him by calling him a pedophile. But as UMG’s attorney Rollin Ransom points out, rap battles are well known to featur...

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show For all subscribers: we have a discussion of President Trump’s jihad against Perkins Coie, and Long-Suffering Federal Judge Beryl Howell’s lack of patience for it. And we talk about the arrest of green card-holder Mahmoud Khalil at Columbia University — and the efforts of the Trump Administration to expel him usi...

Acting US Attorney for the District of Columbia Ed Martin continues to make bizarre and political use of the DOJ for Trump’s political purposes — this time, he's trying to impanel a grand jury to hear evidence about heated political remarks Sen. Chuck Schumer made in 2020 about Supreme Court justices. It hasn't worked, and neither has his effort to get a magistrate judge to approve a warrant to fr...

The Trump administration continues to ice out the Associated Press, and now the AP is suing. We discuss how the administration changed its argument (not great, from a policy perspective, but it may actually put the White House on stronger legal ground). Ed Martin — the conservative activist serving as acting US Attorney for the District of Columbia, whom Trump has named to be the permanent US Atto...

Emil Bove's weaponization of the Justice Department is leading to resignations, including of a former protégé; Pam Bondi's bark is worse than her bite; Alex Spiro is a good lawyer. 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

This week: more firings — dozens of DOJ line prosecutors who worked on January 6 cases. Trump’s flurry of executive actions has drawn a flurry of litigation, much of it related to the Administrative Procedure Act. States and grantees are suing to stop the OMB funding pause, and finding success so far. Unions representing government workers are suing Elon Musk’s access to their information. Several...

Just a week and a half back into the presidency, Donald Trump has seen to it that various federal prosecutors who were involved in prosecuting him have been fired. Can he do that? Also: the DOJ continues to drop cases against defendants who enjoy Trump’s political favor, so other defendants and convicts are trying to curry Trump's favor, including former Sen. Bob Menendez, who was just sentenced f...

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show It's the first Serious Trouble of the new Trump administration. We start with a discussion of pardons: the ones Joe Biden gave on his way out of office and the ones Donald Trump gave on his way in. For premium subscribers: the Jack Smith reports (the one about the January 6 prosecution which was released publicly...

The Supreme Court declined to save Donald Trump from being sentenced in his New York criminal case, but the justices said that decision was in part because there wasn’t much to save him from : Judge Juan Merchan had indicated that he would sentence Trump to an unconditional discharge, i.e. no punishment. In other Trump-criminal-case-wind-down news, Judge Aileen Cannon has continued to make trouble...

It’s already a busy 2025 for some of our favorite characters. On this episode: Rudy Giuliani has been held in contempt in proceedings in Judge Lewis Liman’s courtroom, where he has stalled the liquidation of his assets for the benefit of two women he defamed. Donald Trump gets an "unconditional discharge" penalty from Judge Juan Merchan and is trying to stop the release of Jack Smith's report. Geo...

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show Welcome to the first Serious Trouble episode of 2025! For all subscribers this week, Ken and Josh discuss Luigi Mangione’s indictments in both Pennsylvania and New York, and he’s also the subject of a federal criminal complaint. Both New York and the Feds look eager to prosecute him, and there’s going to be wrang...

This is our last episode of 2024! We'll be back right after the new year to discuss new messes. Today, we look at the substantial settlement that Disney-owned ABC has agreed to pay over George Stephanopoulos’s repeated assertions that Donald Trump had been found “liable for rape” by a jury or juries. And Trump sues CBS, Ann Selzer and the Des Moines Register. Plus: Judge Juan Merchan has ruled tha...

People get really weird when a murder suspect is hot, huh? Luigi Mangione needs to be extradited to New York, and he’s resisting that — we discuss why it can make sense for a defendant to delay the inevitable. Also in New York, Daniel Penny has been acquitted of criminally negligent homicide in the killing of Jordan Neely. Juries can get weird. Plus: InfoWars may not be sold to The Onion after all...

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show Joe Biden has committed the ultimate act of snowplow parenting: a presidential pardon for his son, and not just for the specific acts he faced charges over, but for anything he did between 2014 and five days ago. This week, Ken and I discuss exactly how unusual this pardon was and exactly what kinds of norms abou...

Did you know Ken is a huge Kendrick Lamar fan? Well, not really. But he is psyched that Lamar and Drake have produced some truly hilarious litigation to discuss. Their beef goes back years, and they have traded diss tracks — in Kendrick's latest, he calls Drake a “certified pedophile” who’s “tryna strike a chord and it’s probably A Minor.” Is that defamation? If you’re a regular listener to this s...

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show Wouldn’t you know we recorded this show Thursday at 11am Eastern, just in time for Matt Gaetz to withdraw his candidacy for Attorney General a bit after noon? Don’t worry — we went back and recorded a new beginning of the episode, tossing out the now moot (probably?) conversation we had about the ethics report ev...

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show Last week’s presidential election, which has made Donald Trump once again the president-elect, will obviously have profound effects on the various criminal cases against him. On this show, we cover the Department of Justice winding down the two federal prosecutions and why they're doing it now, and the prospects...

For your Election Day listening pleasure, we have an episode for you covering the news that has arisen in the lead-up to the election: * Updates on Eric Adams, Arizona Attorney General Kris Mayes says her office is looking into whether Donald Trump illegally threatened Liz Cheney at a rally in Arizona. * Young Thug, the Atlanta rapper who has stood accused of running a street gang, pleaded guilty...

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show For all listeners, we have updates this week on Michael Avenatti, Aileen Cannon, Laura Loomer and Bill Maher. Our valued paying subscribers (thank you for your support!) will also hear about: the Central Park Five lawsuit against Donald Trump, Rudy Giuliani being ordered to hand over assets to the election worker...

SpaceX is suing the California Coastal Commission for objecting to a plan to increase the frequency of SpaceX launches from Vandenberg Space Force Base. The commissioners did raise some concerns that actually relate to the Pacific coastline, but they also mouthed off about how they dislike SpaceX CEO Elon Musk’s general political activities. And Judge Tanya Chutkan considers how the Supreme Court...

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show The long memo Jack Smith promised is here: a 185-page document laying out evidence he’d like to present in his January 6-related case against Donald Trump. The memo has to be so long because the Supreme Court decision on presidential immunity was so complex and vague: Smith must show, act by act, that he’s offeri...

Federal prosecutors allege that New York mayor Eric Adams accepted tens of thousands of dollars of free business-class upgrade on Turkish Airlines as part of a broader scheme to receive illegal support from foreign nationals (including concealed political donations from Turks) in exchange for official favors, including from the Fire Department of New York. This is a long, fun “speaking indictment”...

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show Ryan Wesley Routh has been charged with attempting to assassinate a major presidential candidate. Ken and Josh discuss how proving Routh’s intent to kill the former president might be challenging (had he not left a note expressing his intent), and we talk about what “attempt” is — Routh never pulled the trigger,...

We were kind of expecting Sean Combs to get indicted sooner or later, but we weren’t expecting the indictment to be for RICO. Federal prosecutors allege that Combs, as the leader of the “Combs Enterprise,” led a criminal organization for purposes including coercing female victims to have sex with male prostitutes at drug-fueled orgies known as “freak-offs.” Is that really RICO? Plus: just gun char...