Legal AF by MeidasTouch - Trump DOJ Accidentally Confesses It Lied to Judge

Episode Date: April 25, 2025

Open warfare has broken out in the Trump Administration as the Dept of Transportation goes on the pubic attack of its own lawyers at the DOJ office in New York, claiming that they are trying to intentionally sabotage Trump’s own case against New York State by intentionally filing on the Court’s public filing system a secret confidential memo of client advise that criticized the Trump position and said it would not work with the Judge. Michael Popok looks at the mistake and what this indicates about the brain drain and hollowing out of talent in the DOJ, whose reputation under Trump and Bondi is in tatters. Remember to subscribe to ALL the MeidasTouch Network Podcasts: MeidasTouch: https://www.meidastouch.com/tag/meidastouch-podcast Legal AF: https://www.meidastouch.com/tag/legal-af MissTrial: https://meidasnews.com/tag/miss-trial The PoliticsGirl Podcast: https://www.meidastouch.com/tag/the-politicsgirl-podcast The Influence Continuum: https://www.meidastouch.com/tag/the-influence-continuum-with-dr-steven-hassan Mea Culpa with Michael Cohen: https://www.meidastouch.com/tag/mea-culpa-with-michael-cohen The Weekend Show: https://www.meidastouch.com/tag/the-weekend-show Burn the Boats: https://www.meidastouch.com/tag/burn-the-boats Majority 54: https://www.meidastouch.com/tag/majority-54 Political Beatdown: https://www.meidastouch.com/tag/political-beatdown On Democracy with FP Wellman: https://www.meidastouch.com/tag/on-democracy-with-fpwellman Uncovered: https://www.meidastouch.com/tag/maga-uncovered Coalition of the Sane: https://meidasnews.com/tag/coalition-of-the-sane Learn more about your ad choices. Visit megaphone.fm/adchoices

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Every day, the Department of Justice under Donald Trump finds a new way to screw up in court. It's certainly a function of the fact there's a brain drain, people are quitting because their ethics are being compromised and they won't stand for it any longer. That has hollowed out the Department of Justice and all of its offices and the remaining people are overworked and underpaid. And then you have errors like what just happened

this week in New York, where lawyers in the Southern District of New York Prosecutor's Office representing the Department of Transportation, filed on the public filing for all to see an internal memo of attorney-client privilege recommendations to the Department of Transportation about the very case. In other words, they accidentally, inadvertently, but maybe on purpose,

uploaded to the public filing a document that represents their playbook in which they say in it, because we've all seen it now, that the judge will never buy this series of arguments. We've got to stop making them, and we're going to have to start making these new arguments. You know, it's interesting, but certainly not something the public should see,

the judge should see, or the other side should see. And now we've got open warfare between one part of the government under Trump and another part, where the Department of Transportation, as the client, is attacking publicly their lawyers as committing professional malpractice, and even suggesting, without any evidence whatsoever, but that never stopped the Trump administration before, even suggesting that the any evidence whatsoever, but that never stopped the Trump administration before,

even suggesting that the lawyers in New York are trying to sabotage the Trump administration. Oh, I'm gonna break it down for you, right here on the Midas Dutch Network. I'm Michael Popak, let's dive in. This was a little followed case. I followed it because I lived in New York, but it has to do with the congestion toll pricing

being charged by the state to try to reduce the amount of traffic in New York. It's a good thing, trust me. And it's working. The $9 toll that's being charged for anybody who enters the city below 60th street, if you wanna get specific, has reduced the car population by 12%.

That's a lot. Like 12 million less cars are coming in. That's a lot, but to the Trump administration and to Donald Trump who wants to be the king of New York, he wants to get rid of it. So he had his transportation secretary, Sean Duffy, remember he used to be on The Real World, who's married to Rachel Campos Duffy, Fox News who used to be on The Real World, who's married to Rachel Campos Duffy, Fox News, who used to be on The Real World.

That's his qualifications to be our transportation secretary. So he's fighting for the Trump administration against New York, all right. It was a case that was filed like in February, we covered it here on Midas Touch and Legal AF. What happened? Well, what should have been a routine filing

by the lawyers representing the Department of Transportation in the Southern District of New York's office turned into this major screw up. They uploaded what they thought was a letter addressed to Judge Lyman telling him about a procedural issue. And instead they uploaded a letter internal dated the 11th of April from the three lawyers on the case. I'm not gonna name them even though

they've been outed already. I think they've suffered enough to address to Erin Hendrickson, senior trial attorney in the US Department of Transportation, basically the lead lawyer for the client telling telling her, we're basically, this is a losing argument that you're making to Judge Lyman, he's gonna reject it. Don't argue that it's illegal to have inserted the new toll in, that's a loser.

You should go this way. You know what lawyers normally do? Lawyers will hope, good lawyers will be candid with their client and say, this is a losing strategy, but here's a different or better way that may be successful. Now, what good lawyers don't usually do unless they're completely gassed and inexperienced is upload to the public docket,

the actual attorney client memo, pardon me, that they've sent to their client. And it was up there for quite some time. I mean, many, many, many commentators, including the Legal AF and surrounding MidasTouch, all grabbed ahold of it. I got a copy of it. Now, the judge has subsequently sealed it, so I'm not going to read from actual parts of it. But I will tell you, in general, it says things like, Judge Lyman won't go for this. Judge Lyman has rejected this. This is a loser.

Try this route. Now, what you would, can I tell you how things like this happen as a practitioner? They happen. I mean, there are rules already on the books that if there is an inadvertent disclosure of an attorney-client document,

and you find it out in a reasonable amount of time, you can demand its return, you can demand its destruction, you can demand its destruction, you can claw it back. It's because we have so many pieces of paper now in the law, terabytes of information can be exchanged in a case and something can slip through the cracks, it happens, it's human error.

It doesn't matter how much AI you use or how much investment you make in a platform to review the documents, it's going to happen. Now this one, I know how it happened because it used to be back in old timey times when I started my career, you would literally have to go down to court and have a courier or somebody in your office

file it in person here and you get a stamp, okay? And that was really through the 90s. Around early 2000s, we went to an electronic docket so that everything was, you would upload it from your computer, see the problem? You have to hit the right document, attach the right document, like you're attaching a document to an email and upload it to the system.

And then you double check to make sure it's right. And then the clerk's office double checks to make sure it's right. If your eye slips for a minute and you accidentally attach the wrong document, because these two documents sort of look the same because they're on letterhead, the dates are different, but maybe when you're double checking that little tiny version of it, you missed it,

then you upload your private memo instead of the correspondence to the judge. They immediately, so it can happen. I'll be frank, I mean, on my trial team, in my life in 35 years, we've accidentally provided the other side with an attorney client document, immediately figured it out and clawed it back, it's happened to everybody.

If it hasn't happened to you, it's because you're not handling big enough cases, that's all. So when they figured it out, while the transportation department is busy bashing, their first reaction wasn't, let's join together and fix this. You know, this is a bad thing, but we can fix this. You know, sort of circle the wagons, hold hands, attorney-client. No, they immediately started bashing their own lawyers in public. It's professional malpractice. They should be fired. This is the one side of the Trump administration against the other side of the Trump administration. Open warfare. They actually said

out loud, some spokesperson for the transportation side actually questioned whether they did it on purpose as part of the resistance. Now, it probably didn't help that one of the three lawyers who some spokesperson for the transportation side actually questioned whether they did it on purpose as part of the resistance. Now it probably didn't help that one of the three lawyers who signed this, who's the deputy chief, if you go on her LinkedIn, she has reposted some things that are a little bit critical to the Trump administration. But I don't think that led her

to violate her professional ethics and to risk her bar license by uploading a document that shouldn't have been in order to tank the case. I just don't think that. I'm sorry. I think better of people in my profession. Now, what they did immediately, ah, within 20 minutes after the media found it and everybody's phone blew up. Here's what they filed. Let me read it to you. This office represents defendant Sean Duffy, Secretary of Transportation, and the DOT and all that.

We write respectfully to request the court remove or permanently seal docket entry 65, which is an attorney client privileged attorney work product communication inadvertently filed on the docket in this matter last night. At 9.04 last night, oh, actually, they waited almost the full day to do this. At 9.04 p.m. last night,

undersigned counsel inadvertently uploaded an attorney-client communication from this office to the Department of Transportation through the docket rather than a letter intended for your honor. Immediately upon realizing this editor at 9.18 p.m., we contacted all Council of Record via email and asked them not to download it or to delete it. We then took the steps with the clerk's office

and we understand that at 9.48 p.m., the prior night, the clerk's office had put a temporary seal on the document and it was no longer available on the docket. Actually it was available because I got a copy of it. Although the contents of the document have been made public in news reporting the document has been filed in error and should not be considered part of the court docket. The judge subsequently sealed it again, so I'm gonna be respectful and not read from actual parts of it.

I gave you the gist though. And then they asked the court to seal it. They say it's a mistake, it was done in error, it wasn't done on purpose, we shouldn't discuss it any longer. And then it's signed by the three lawyers who are now in the doghouse because the new reporting is that in response,

the Department of Justice haven't fired these lawyers yet, but it's coming. They've transferred them off the case, and they've sent the case to Washington to be run by, I guess, Pam Bondi's hand-selected team. Out of Washington, we call that main justice. And then it was signed by Jay Clayton in that office. Now, let me talk about Jay Clayton

in that office for a minute. That office is racked with strife right now. It was one of the most elite US attorney's offices in the country. If you wanted to become a US attorney, and I did at one point in my career early on, it is the job. Insert your favorite sport champion team,

like the New York Yankees or Lakers or whatever. It is the job. Insert your favorite sport champion team, like the New York Yankees or Lakers or whatever. It is the apex. It's where you want to work. And it has suffered a tremendous brain drain ever since Trump came in, because nobody wants to work in the Trump administration, especially what they did with the Mayor Adams indictment. After the Mayor Adams indictment was forced to be dismissed,

there's like 10 different lawyers that quit in the Manhattan DA's office at senior level, including the acting interim US Attorney Danielle Sassoon, and they wrote letters about it that we've all seen. So people that are left, there's very few people that are left that are senior and know what they're doing, you know, the senior people that knew what they're doing, that were the stars, have all gotten out. That means the people that are remaining, what they're doing. You know, the senior people that knew what they're doing, that were the stars, have all gotten out. That means the people that are remaining, I'm not saying they're not stars, but they're exhausted.

And they're doing the work of like two times that amount of people, you know? And errors happen like that when you press and you pressure an organization. They don't even have a US attorney. They have an acting US attorney in Jay Clayton. Then they list them as the US attorney. They have an acting US attorney in Jay Clayton. Then they list them as the US attorney. He's not the US attorney.

He's the acting US attorney because he hasn't been confirmed. And so, you know, and then you have the Department of Transportation, they send out a press release or a statement that says, oh, this just shows the continued decline of a once proud US Attorney's Office in the Southern District. I mean, they try to use anything for political expediency. I feel sorry for these three lawyers.

I don't think they did it on purpose. I don't have any insider knowledge. I just don't think they would have done that. I've seen errors like this happen before. It does happen before, but what doesn't happen is what I'm reporting on, is that your client doesn't go to the press immediately and bash you and accuse you of committing malpractice

and saying that you're playing for the other side. That doesn't happen, and that's the hot take here. So we're glad you're here on MidasTouch. Hit the subscribe button for MidasTouch, and then come on over to the Legal AF YouTube channel. Legal AF, MTN, we do it parallel in collaboration with MidasTouch. We come on over to the Legal AF YouTube channel. Legal AF MTN. We do it parallel in collaboration with MidasTouch. We're continuing to grow that. We're adding 70,000, 80,000 subscribers a month. Be the next one. Get reminders there. We're doing a dozen videos a day. Some

amazing contributors over there, including some brand new ones like Dave Arenberg and Melba Pearson. And we're adding Sydney Blumenthal and Sean Wilentz, Professor Wilentz out of Princeton, all coming together to bring you the highest quality, yet entertaining information at the intersection of law and politics. So until my next Legal AF podcast or my next Legal AF, the YouTube channel, this is Michael Popock and I'm reporting. In collaboration with the Midas Touch Network, we just launched the Legal AF YouTube channel. Help us build this pro-democracy channel

where I'll be curating the top stories, the intersection of law and politics. Go to YouTube now and free subscribe at Legal AF MTN. That's at Legal AF MTN.