Serious Trouble

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Donald Trump’s criminal trial in Manhattan was slated to start next week, but it will be delayed due to the late production of a large volume of documents from the US Attorney’s office. And Trump has said he can’t find a bond for the New York Attorney General’s civil judgment against him, so you can expect to see Attorney General Letitia James starting to collect on that judgment by other means quite soon.

In Georgia, Judge Scott McAfee has decided not to disqualify Fani Willis or her office from the RICO prosecution of Trump and his associates. But McAfee’s decision is otherwise scathing. Nathan Wade wins our Senate Twink Memorial Award for Belatedly Good Judgment for changing his mind about an interview on “Meet the Press." Good call, Nathan! In Florida, Judge Aileen Cannon has issued some more bizarre orders in the documents case. What she's doing is not exactly what you would do if you were trying to tank the case, but “incompetent” and “malevolent” are not mutually exclusive theories of what Judge Cannon is up to. And finally, we answer an excellent listener question sent in by Ben Dreyfuss about what lawyers in movies sometimes do when their clients to lie to them.

Free subscribers get the conversations about New York and a bit of the goings on in Georgia. Paid subscribers get the whole shebang, including a conversation about why some of the charges in the Georgia case have been dismissed, and Ken’s explanation of why he’s less like those movie lawyers and more like Alan Dershowitz. Visit serioustrouble.show to upgrade and you'll hear the whole thing.

It’s a hat trick for Sen. Robert Menendez: his superseding indictment has been superseded once again, this time with charges that he and his wife obstructed justice, including by directing their lawyers to lie to the government about a Mercedes C-300 convertible she received as a bribe. Ken says this sort of thing — lying so your lawyer will lie for you — is not a good idea, but just because it’s a bad idea doesn’t mean it doesn't happen...a lot. Plus: Trump posted a bond of nearly $92 million in the second case E. Jean Carroll won against him. The bond is good news for Carroll — it means she’ll get paid, sooner or later, and without the need to chase Trump through the courts hunting for his assets. But Trump still faces a looming deadline to post a much larger bond in the New York Attorney General’s case, and if he is unable to (or chooses not to) we’ll still see what it looks like to pursue him with debtor’s exams and liens and the like. Visit serioustrouble.show to find a transcript of this episode and our newsletter sign-up.

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The Supreme Court is asserting itself in matters related to Donald Trump. The justices held unanimously that states may not block Donald Trump from their election ballots on the grounds of 14th Amendment disqualification, though the justices did have a sharp disagreement about the court’s choice to foreclose other non-congressional federal paths to disqualifying Trump or other candidates who may have engaged in insurrection. Meanwhile, the court will consider Trump’s claims about presidential immunity, and on an expedited basis — oral arguments will be next month, with a decision expected by late June. That sets up the awkward possibility that Trump’s criminal trial related to January 6 will begin in the fall and be ongoing on Election Day, if Judge Tanya Chutkan is serious about her stated intention not to let a defendant’s busy schedule get in the way of a trial.

Trump’s deadlines to post his appeal bonds approach, with courts so far unimpressed with his requests for delays and discounts. What happens if he fails to post sufficient bonds? And where could hundreds of millions of dollars come from? Allen Weisselberg is getting a little more prison time — this time for lying about the lies about the size of Trump’s penthouse — and Ken and I discuss why we feel… well, we don’t exactly feel sorry for him, but we do find something a little odd about how it’s Allen who keeps getting sentenced to custody when he’s not exactly the primest mover behind Trump-entity misdeeds. And Hunter Biden talked to a congressional committee, and when he did so he really talked.

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The mess in Georgia continues. As a reminder, this all bears on the question of whether Fani Willis and her office will be disqualified from conducting the RICO prosecution of Donald Trump and his various co-defendants over his efforts to steal Georgia’s electoral votes. This week, Ken and I invited Georgia attorney Andrew Fleischman back on the show to talk about just how this case got so prurient and stupid, what might happen with it next, and whether this is just what happens when prosecutors have to defend and defense attorneys have to prosecute.

Meanwhile, in New York, District Attorney Alvin Bragg wants Donald Trump under another gag order — raising some questions that courts have gotten better at answering over the last few months. And out west, Biden accuser Alexander Smirnov got sprung from jail and almost immediately re-arrested, as Los Angeles-based Judge Otis Wright sought to ensure that he could not flee the country. And another SoCal federal judge, Cormac Carney, is in a spat with the Ninth Circuit over his unusually expansive view of when a defendant can get off on the grounds of selective prosecution.

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George Santos is back, and Ken couldn’t be happier about it. This time, George is on the left side of the v., for once: he’s suing Jimmy Kimmel over copyright infringement. The most shocking part is he may have a good case. Santos says Kimmel committed various torts when he ordered many embarrassing Cameo videos from Santos — in one instance, the request was for a video congratulating “Beav-a-Pus” on going to work at Arby’s in his “fursona” — paying only for personal-use licenses, but then broadcasting the videos for commercial purposes on ABC and across various social media platforms.

Alexander Smirnov, Hunter Biden’s now-indicted accuser, says he had contacts with Russian intelligence. And Hunter himself remains combative with federal prosecutors — pointing out that one of their pieces of “evidence” that Hunter had a cocaine problem is a photo of sawdust that was sent to Hunter as part of a message urging him not to use drugs.

For paying subscribers: in Georgia, we’re all waiting for Judge Scott McAfee to decide whether to disqualify District Attorney Fani Willis from the RICO prosecution of Donald Trump and others. And we took a number of the questions you sent in about the large judgment Trump now owes to New York State for business fraud — including about why this money even goes to the state, and about what will happen if he is unable or unwilling to post an appeal bond covering the amount he will owe if his appeal loses, and bankruptcy. Thank you to everyone who sent in questions — we plan to take more of them next week.

This is a free preview of a paid episode. To hear more, visit www.serioustrouble.show

Late Friday, Judge Arthur Engoron issued his long-awaited verdict in the civil fraud lawsuit brought by New York Attorney General Letitia James, and it orders Trump and his affiliated entities to disgorge nearly $400 million to the state of New York for what he says are ill-gotten profits and interest savings made possible by financial misrepresentations. It’s a big judgment — and like the judgment in the E. Jean Carroll case, one he’ll have to put cash up for pretty soon, even if there will be years of appeals. Ken and I discuss what this means for Trump and his businesses, and whether (again, like in the Carroll case) he ended up with a worse legal outcome because he was so obnoxious during the trial process.

Plus: in Washington D.C., the Supreme Court is considering whether to overturn Colorado’s decision blocking Donald Trump from that state’s presidential ballot on 14th Amendment grounds. It can be hazardous to read into oral arguments, but the judges’ questions did not seem auspicious for Colorado. Meanwhile, the court must now decide (and will, probably any day now) whether to involve itself in Trump’s January 6-related federal criminal case. Special Counsel Robert Hur decided not to recommend any criminal charges against President Joe Biden related to his handling of classified documents, but the White House was less than thrilled about Hur’s report explaining why. A Biden accuser faces his own indictment — from Special Counsel David Weiss, who’s also prosecuting Hunter Biden — for making up allegations about the Bidens, Burisma and bribes. And finally, we talk about Georgia. What a mess. District Attorney Fani Willis took the stand in a hearing about whether she should be disqualified from the RICO prosecution she brought against Donald Trump on conflict-of-interest grounds related to a romantic relationship she had with Nathan Wade, the special prosecutor she hired to lead the case. The two-day hearing was salacious.

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A little less than a month after hearing oral arguments, the DC Circuit Court of Appeals has rejected Donald Trump’s argument that he is immune from being prosecuted for acts within the “outer perimeter” of his presidential duties. That should clear the way for Judge Tanya Chutkan to again move toward the start of a criminal trial, unless the Supreme Court decides it wants to consider the case. Ken and Josh talk about the judges’ reasoning, reasons the Supreme Court might decide to sit this one out, and when Chutkan could realistically proceed toward trial under various scenarios.

Plus: Fani Willis' responds to a Georgia RICO defendant regarding her personal relationship with the special prosecutor she hired to oversee the case, Taylor Swift's lawyers send a nastygram to a college student tracking her private plane, Jack Burkman's giving up his law license, and it turns out that the Senate employee who filmed a sex tape in the Hart Building had the good sense to exercise his Fifth Amendment right not to talk to Capitol Police, which means he has better judgment than about half the people we talk about on this show.

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The verdict has come down in the latest E. Jean Carroll defamation case against Donald Trump and the award is enormous: $83.3 million, or more than 16 times the $5 million she was awarded in the first defamation trial. Trump’s bizarre trial strategy is a likely culprit behind the huge judgment: his choice of a combative-yet-incompetent lawyer, his tactic of making as obnoxious a spectacle of himself as possible, and his insistence on relitigating questions that were supposed to have been settled in the first case, all failed to combine to send the jury any message like “this man has already been ordered to pay enough money.”

Huge damage awards often get reduced — will this one?

Also in this episode: Peter Navarro is sentenced to jail time, a judge is sick of hearing that the January 6 defendants are getting a raw deal, another judge does not think it is cool that an IRS contractor illegally leaked Donald Trump’s tax returns, and many listeners correctly identified the first federal judge we deemed "long suffering."

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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.show

The centrist political group No Labels sent a letter to the Justice Department last week, and it’s really something. No Labels plans to run a third-party presidential ticket on dozens of state ballots later this year and mainstream Democrats really don’t like the idea. So they’ve been playing political hardball: filing objections to No Labels’ ballot petitions, conducting opposition research on potential candidates, telling operatives aligned with No Labels that they’ll never work in this town again, etcetera. That’s politics. Right? Well, No Labels says it’s actually a criminal RICO conspiracy to deprive them, their donors, and their potential voters of their civil rights, and they would like DOJ to prosecute some people over it.

Free subscribers will hear that conversation. Paying subscribers get much more — new developments in the divorce debacle that threatens to engulf Fani Willis’s prosecution of Trump and many of his associates under the Georgia RICO statute (it's messy), an update on the second E. Jean Carroll civil trial against Donald Trump in Manhattan, which has been going less than smoothly in Long-Suffering Federal Judge Lewis Kaplan’s courtroom, and Alec Baldwin’s latest indictment for involuntary manslaughter in New Mexico, and the evidentiary issue that is going to give the government a lot of trouble securing a conviction.

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Donald Trump wasn’t supposed to give a closing statement at the New York AG’s civil trial, but he gave a brief one anyway — and why not? There’s no jury to influence and, let’s be honest, Judge Engoron seems to have made his mind up. Plus: Rudy Giuliani is bankrupt and faces the creditors’ committee of his nightmares. Michael Flynn has a performative defamation lawsuit against Andrew Weissmann, over the allegation that he was actually guilty of the crime he pleaded guilty to. And Bill Ackman says he’ll sue Business Insider for reporting that his wife, former MIT professor Neri Oxman, committed plagiarism — though really, Oxman would have to sue, and an unwinnable lawsuit (as it looks to be) is likelier to serve his PR goals rather than hers.

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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