Serious Trouble

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.showThis week Ken and Josh discuss the Customs Service saying its computers won't let it refund IEEPA tariffs, more situations where courts are telling the Trump Administration it can’t just ignore the need to get officials confirmed by the Senate, and another decision about ICE.That's for all subscribers. Paying subscribers will also hear our conversations about a number of additional lawsuits, including some especially weird ones:* Voting machine maker Smartmatic’s parent company under indictment over bribes its former executives are alleged to have paid in the Philippines, alleges that it is being selectively and vindictively prosecuted.* Anthropic suing over the Pentagon’s “supply chain risk” designation that threatens the company’s business. The company makes First Amendment claims, but Ken thinks its less glamorous arguments — like that the designation violated everyone’s favorite law, the Administrative Procedure Act — are more persuasive.* Nippon Life Insurance Company of America suing OpenAI, the makers of the ChatGPT AI engine. Nippon says it has been dogged by a vexatious litigant — she decided she didn’t like the settlement she’d signed with the company, and when her human lawyer advised her that settlements are a no-backsies kind of situation, she fired him in favor of the AI engine that gave her the advice she wanted to hear: sue, sue, sue. Nippon says this is tortious interference with the valid settlement contract they’d entered with their aggrieved former policyholder. Because tortious interference requires knowledge of the contract you’re interfering with, this lawsuit turns an interesting philosophical question into an interesting legal one — did OpenAI “know” that Nippon had a settlement, simply because their former policyholder told ChatGPT about it?* And Ed Martin appears to be the Justice Department official with some especially stupid bar trouble.Upgrade your subscription to receive all of our episodes at serioustrouble.show.

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.showThis week Ken and Josh discuss how The Trump Administration surprised observers by withdrawing its efforts to appeal its losses against all four law firms that challenged its legal orders against them. Then, it surprised observers again by changing its mind and asking to appeal the cases after all. We discuss why, whether you’re allowed to do that, and what happens to the nine firms that didn’t fight when the other firms win.We also look at a strange letter from the Department of Justice to state bar associations, telling them they’ll have to pause investigations into DOJ lawyers, or else. It’s unclear what authority DOJ thinks it has here, but they may be upset about a Florida Bar investigation into Lindsey Halligan. And we talk about news that DOJ tried to come up with a way to do a criminal prosecution related to President Biden’s autopen, but didn’t.That’s for all listeners. Paying subscribers get a whole lot more this week:* You’d think, now that the IEEPA tariffs have been thrown out, customs would stop charging them to importers. You’d be wrong! The customs bureau keeps finalizing tariff payments including the now-barred IEEPA charges — in a filing issued after we taped, they argued their computers won’t let them stop — but Judge Richard Eaton from the U.S. Court of International Trade has told them to cut the crap and refund taxpayers’ money. Ken and I discuss how this episode might affect the next round of tariff litigation over the new legal authorities the administration is leaning on to replace IEEPA.* There’s Administrative Procedure Act news! Judge Lewis Liman says the Trump Department of Transportation can’t end New York’s congestion pricing program, in an order that Ken calls “149 pages of pain.” One of the issues? As often happens with APA cases, the DOT said New York couldn’t challenge its move because they hadn’t actually imposed a “final” agency action. Unfortunately for DOT, President Trump last February tweeted a picture of himself wearing a crown and declaring “CONGESTION PRICING IS DEAD,” which sounded pretty final to Liman.* We have an update on West Virginia judges resisting the Trump administration on ICE.* We look at why Tom Goldstein couldn’t save his own ass in court, discuss the superseding indictment with a whopping 39 defendants in the St. Paul ICE Church protest case, and we discuss the prosecution in Alabama of a woman who dressed up as a giant penis for a No Kings protest. Local prosecutors argue, among other claims, that she sought to mislead officers as to her identity by saying her name was “Antifa,” and that her huge penis costume was so distracting that it constituted a criminal traffic hazard.Upgrade your subscription to receive all of our episodes at serioustrouble.show.

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.showThis week Ken and Josh discuss more on tariffs — what awaits litigants like FedEx who seek refunds of payments they made under President Trump’s now-invalidated tariffs, and what courts might do with his efforts to reconstruct the tariffs under non-IEEPA legal authorities that come with their own difficulties. We discuss news that Jeanine Pirro has given up on indicting the Democrats who made the “you must refuse illegal orders” video, and we have an update on Matthew Isihara, the SAUSA who was held in contempt of court in Minneapolis. (At least the detainee who got dumped in El Paso without his documents will get his plane ticket paid for.)That’s for all subscribers. Paying subscribers (thank you for your support!) also get our looks at:* The magistrate judge who authorized a search of a Washington Post reporter’s home but is now angry that the government failed to alert him to a law that appears to make their search illegal. (Isn’t it his job to know the law?)* Aileen Cannon’s efforts to block the release of Jack Smith’s report on the Mar-a-Lago documents investigation.* A ruling from a federal judge in West Virginia with a novel Fourth Amendment theory prohibiting certain ICE tactics (this is likely to get a lot of appellate action).* A ruling that it’s not misleading for Buffalo Wild Wings to market its “boneless wings” which aren’t actually made from wing meat.Upgrade your subscription to receive all of our episodes at www.serioustrouble.show.

This week Ken and Josh discuss the Supreme Court's ruling in Learning Resources v. Trump, throwing out the massive country-specific tariffs the president purported to impose under the Nixon-era International Emergency Economic Powers Act. The opinion was messy: 6-3, but with the six-justice majority not agreeing on exactly why the tariffs were illegal. Also this week, we look at a contempt order from Judge Laura Provenzino, putting a Special Assistant U.S. Attorney in contempt over the government’s failure to return identification documents to a non-citizen released from immigration custody on her orders. We discuss how an order like this matters, and how judges could further escalate in the face of widespread noncompliance by the federal government in these immigration cases.Plus, we discuss a mistrial over a defense attorney’s t-shirt, Judge Paula Xinis’s rejection of yet another effort to detain Kilmar Abrego Garcia, Sen. Mark Kelly’s exclamation-mark-laden preliminary win against efforts to reduce his military rank and pension, and a Minnesota judge’s order directing the government to let ICE detainees talk with their lawyers. And we look at an all-timer performance from billionaire Les Wexner’s attorney, who whispered in his ear during a congressional deposition, threatening to kill him if he says any more answers longer than five words.Upgrade your subscription to receive all of our episodes at 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

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.showThis week Ken and Josh discuss a D.C. grand jury declining to indict Democrats in Congress, Don Lemon's new high-profile lawyer, and Trump's lawsuit against the IRS.That’s for all subscribers this week. Paying subscribers get more conversation:* A look at a highly consequential ruling from the Fifth Circuit, upholding the Trump Administration’s novel and very aggressive views on what aliens it may detain pending deportation. Most other courts have rejected these theories — including a majority of Trump’s own trial court appointees who have heard relevant cases — and there’s some skepticism that the Supreme Court will go along.* The DOJ seized 2020 election ballots from Fulton County, with a fairly batshit search warrant that Ken is surprised got approval from a magistrate judge. Fulton wants its ballots back; we discuss whether they’ll get them and what might happen if Trump tries to get a warrant for ballots in an election where a count is ongoing rather than complete.* We look at an alleged jewel thief who had the option of going to prison or Ecuador and unsurprisingly chose Ecuador — reflecting a serious failure of coordination between prosecutors and immigration authorities.* And finally, is murder a crime of violence? The answer might surprise you.Upgrade your subscription to receive all of our episodes at serioustrouble.show.

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.showThis week, Ken and Josh discuss Julie Le, the DOJ lawyer who vented in court that it "sucks" to represent this government. They cover what you should do if you’re a lawyer whose client is frustratingly non-compliant and taking actions that bother you; venting to the judge is the wrong course of action, but there are other options available.That’s for all subscribers. Paying subscribers will also get our takes on other topics, including:* Judge Kate Menendez’s ruling that denied Minnesota the preliminary injunction it sought against Operation Metro Surge. As we expected, the state’s novel theory that federal government’s actions are a 10th Amendment violation was a bridge too far, even for a judge who seemed to be looking for some avenue to rein in the operation.* Judge Ana Reyes’s grant of a temporary restraining order on the grounds that the Trump Administration may have violated the Administrative Procedure Act by revoking Temporary Protected Status for hundreds of thousands of Haitians, and the limits of using the APA to litigate substantive questions about immigration policy.* Bill and Hillary Clinton’s emerging deal to testify before the House Oversight Committee and avoid the otherwise-likely prospect of contempt of congress prosecutions.* Former Minnesota Vikings offensive tackle Matt Kalil’s lawsuit against his ex-wife Haley, over her disclosure on a podcast that his incredibly large penis made their sex life impractical and was a major driver of their divorce. He says this was an invasion of privacy; she argues in a motion to dismiss that the story is about her sex life too and she’s free to tell whoever she wants. Is this the first case of a reverse Streisand Effect, where you litigate because you want to draw more attention to an allegation that’s been made about you? What even are the damages at issue here? Would Matt Kalil like to visit Fire Island this summer? Ken and I discuss.Upgrade your subscription to receive all of our episodes at serioustrouble.show.

This week Ken and Josh discuss how the Feds got an arrest warrant for Don Lemon after all. Before prosecutors got the grand jury indictment, they tried through some really irregular channels to get Lemon arrested more quickly. When a magistrate judge rejected an arrest warrant application for Lemon last week, rather than applying again or proceeding to the grand jury, prosecutors asked Judge Patrick Schiltz to overrule the magistrate, then asked an appellate panel to force Schiltz to rule on their motion right away, fearing that if Lemon wasn’t arrested immediately, there would be an epidemic of illegal church invasions. Schiltz took exception to this, and the appeals panel backed him up, though one of the appellate judges remarked that he thought all the arrest warrants were sufficiently supported but the government just didn’t need the weird emergency relief it was seeking.Also this week: we look at federal judges (including Schiltz) who are incensed that ICE isn’t promptly complying with their habeas corpus orders, and how this mess is downstream of rules that prohibit nationwide injunctions and are clogging some courts with individual lawsuits seeking relief from immigration detentions. We have an update on Minnesota’s 10th Amendment case — Judge Kate Menendez appears skeptical that she is in a position to provide the sweeping relief the state wants, though she does want more briefing on the threat letter from Attorney General Pam Bondi to the state. And in another case, an order from Menendez restricting ICE tactics has been stayed.In non-ICE news, it appears likely that Jeffrey Toobin will have to testify at Tom Goldstein’s criminal trial, though he has a good argument for limiting his testimony to fairly boring topics. Candace Owens says Turning Point USA has sent her a letter threatening to enforce a non-disparagement agreement they say she has violated by spreading conspiracy theories about Charlie Kirk’s death. And a defendant in Northern California called up a local news station during her trial to protest that she only threw parties where she gave alcohol to minors because of COVID.Upgrade your subscription to receive all of our episodes at 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

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.showThis week, Ken and Josh discuss the end of Lindsey Halligan's purported reign in the Eastern District of Virginia, and news reports that ICE is relying on a secret legal memorandum asserting that it can enter homes to search for aliens subject to final orders of removal, even if there’s no warrant from an Article III judge authorizing them to do so. That's for all subscribers. Paying subscribers also get: * A look at the order enjoining ICE from certain enforcement tactics in Minnesota, but it’s subject to an administrative stay, for now — and, since this is Fourth Amendment Fun week, we have another opportunity to discuss how you might have a Fourth Amendment right, but that doesn’t mean you’ll get to use it.* The case of Geraldo Lunas Campos, a Cuban national who died in ICE custody earlier this month. ICE says his death was a suicide, but his family disputes that, citing other detainees who claim he was choked by guards. (A county medical examiner’s report also deemed his death a homicide — a determination of manner of death, not a finding of legal culpability.) Alas, it’s up to DOJ to keep those witnesses available to testify, and if DOJ doesn’t want to, they’ll likely be deported.* The federal charges for anti-ICE activists who are accused of disrupting a Twin Cities church service this past weekend — they were charged under the so-called Klan Act, and the charges were obtained via criminal complaint to a magistrate judge, which means prosecutors will still need to get a grand jury to agree to indict — and prosecutors’ failure so far to charge journalist Don Lemon.* The Supreme Court’s ongoing effort to carve out the Federal Reserve from its plans to neuter independent boards and commissions (special unique historical tradition etc etc).* And a weird one: former Sen. Kyrsten Sinema has been sued for alienation of affection — still an available tort in North Carolina and five other states! — by the estranged wife of one of her former staffers, who says Sinema stole her man.Upgrade your subscription to receive all of our episodes at serioustrouble.show.

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.showFed Chair Jerome Powell dropped a bombshell on Sunday: a video disclosing the Fed had been subpoenaed in a criminal investigation related to his congressional testimony about cost overruns in the Fed’s headquarters renovation. Powell said bluntly that the investigation is an effort to use the DOJ to assert control over the Fed and its interest-rate setting apparatus. Did this make Ken scream "shut up!!!!" at Powell's video? Meanwhile, Minnesota and some of its municipalities have sued the federal government, arguing that the ICE surge in the state is illegal and unconstitutional. Those discussions are for all listeners. Paying subscribers also get:* A look at intensifying turnover in US Attorneys’ offices, including the resignation of top prosecutors who had been leading the investigations into welfare fraud in Minnesota that was concentrated in the state’s Somali-American community.* DOJ’s argument for why Lindsey Halligan can keep calling herself a US Attorney after a judge ruled she isn’t one.* Senator Mark Kelly’s many arguments for why Pete Hegseth can’t reduce his rank and pension.* Some “shut up” news: prosecutors want to admit several incriminating statements from defendant Thomas Goldstein’s pre-trial New York Times profile.* And a look at a bizarre situation where Bruce Fein insists he somehow became Nicolas Maduro’s lawyer even though Maduro says he never hired him.Upgrade your subscription now at serioustrouble.show.

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.showThis week’s episode starts with the arrest and indictment of Nicolas Maduro, and the fatal shooting of Renee Nicole Good at the hands of an ICE agent in Minneapolis. That’s for free subscribers. Paying subscribers also get a look at a shadow docket ruling from the Supreme Court that curtailed Trump’s ability to deploy the national guard, and the surprising statutory reading that got a majority of the court there. We look at a dismissal of criminal charges from another scrap with ICE in Los Angeles, we discuss Mark Kelly’s legal options for fighting the reduction of his pension (and why he might choose not to use them), we consider why Lindsey Halligan keeps insisting she’s the US Attorney for the Eastern District of Virginia, we look at the bizarre upcoming criminal trial of Scotusblog co-founder Thomas Goldstein, and we have an update on the saga of the still-held-in-contempt Charles C. Johnson.Upgrade your subscription at serioustrouble.show