Trump $464 Million Penalty Tossed & New Citizenship Hurdle

22 Aug 2025 · 37 min · 15 chapters

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In short

Immigration enforcement and sanctuary-city policy changes in Washington, D.C.; new USCIS citizenship “good moral character” guidance; border wall/technology and asylum access; plus legal updates on Trump’s civil fraud penalty and NLRB constitutional challenges.

Guests (backgrounds)

Leon Fresco, immigration law partner at Holland & Knight; Harold Krent, constitutional law professor at Chicago-Kent College of Law.

Key claims

  1. D.C. sanctuary status is effectively weakened because the police chief’s directive requires information sharing with ICE and can extend traffic stops to call ICE for immigration status checks.
  2. Even if July arrest numbers fell ~20%, enforcement is expanding via more people being placed into removal proceedings; detention-bed capacity is a limiting factor.
  3. USCIS memo for naturalization shifts “good moral character” toward requiring positive attributes (e.g., community service, family caregiving, education), potentially beyond statutory limits.
  4. Trump’s New York fraud finding stands, but the nearly $500M penalty was reduced as unconstitutionally excessive; further recalculation/appeals expected.
  5. Fifth Circuit allows SpaceX/NLRB unfair labor practice cases to proceed while NLRB structure challenges continue, citing excessive insulation from presidential removal.

Notable examples

  • D.C. traffic stops extended to contact ICE; daily claims of unlawful-status arrests.
  • Boston cited as defiant to DOJ sanctuary-related funding threats.
  • USCIS examples: habitual traffic infractions as “civic responsibility” inconsistency.
  • Trump “black wall” rationale (heat) and asylum ban litigation.
  • SpaceX NLRB case: ALJ and board insulation from at-will dismissal.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

National Guard Deployment in D.C.

1:50 to 2:18

Discussion on the deployment of National Guard troops in D.C. amid immigration enforcement.

“Nearly 2 ,000 National Guard troops are now in D.C.”

Sanctuary City Status and Police Policy

2:18 to 3:36

Exploration of how new police directives affect D.C.'s sanctuary city status.

“I think you hear these guys outside here screaming at us.”

Impact of Immigration Crackdowns

3:36 to 4:52

Analysis of the impact of immigration crackdowns and arrest statistics.

“is going to be fine will there be an organization within dc that sues about this and this is also a bit complicated because if it's the D.C.”

Federal Funding and Sanctuary Policies

4:52 to 7:06

Understanding the implications of federal funding threats to sanctuary cities.

“And by the way, the Trump administration disputes that data, as they have been disputing a lot of data lately.”

Legal Challenges to Immigration Enforcement

7:06 to 8:23

Discussion on legal challenges surrounding federal immigration enforcement.

“She set Tuesday as the deadline for their response.”

Consequences of Non-Cooperation with ICE

8:23 to 14:00

Exploring the potential impact on ICE operations if states cooperate.

“that says you can't force states and localities to enforce federal laws.”

Arrests and Detention Facilities

14:00 to 14:39

Explore how targeting specific populations could impact arrests and court systems.

“having a situation where, again, you needed to start grabbing people in either work sites or where they live or somewhere else, that would be freeing up of many more people to be arrested.”

New Citizenship Pathways

16:40 to 20:25

Discuss changes in citizenship applications and the concept of good moral character.

“Wasabi Hot Cloud Storage, proud partner of iHeart Podcast Network.”

Appealing Citizenship Denials

20:25 to 24:52

Understand the process for appealing denied citizenship applications.

“I think if that's added, the courts will overturn that.”

Border Wall Updates and Challenges

24:52 to 27:37

Examine current developments regarding the border wall and its implications.

“But at this point, that's not really happening.”
Show all 15 chapters

Trump's Legal Victory Over AG James

30:02 to 35:13

Discussion on Trump's court victory and implications of the ruling.

“President Trump has made his dislike for New York Attorney General Letitia James clear over the years, including a few months ago in the Oval Office.”

Fifth Circuit Ruling on NLRB Structure

35:16 to 38:05

Analysis of a ruling regarding SpaceX and the National Labor Relations Board.

“I think it's separate unless the investigation casts a chill or a pall upon the attorney general's office.”

Impact of the Fifth Circuit on Executive Authority

38:08 to 42:00

Exploration of executive authority and the implications of the Fifth Circuit decision.

“The more important ruling, which was surprising, is that the NLRB itself was structured unconstitutionally.”

Legal Independence from Presidential Control

42:00 to 42:44

Learn about the court's role in maintaining agency independence from presidential influence.

“organization against the Trump administration, but the Trump administration agrees with the Musk organization in this case.”

Legal Independence from Presidential Control

43:16 to 43:43

Learn about the court's role in maintaining agency independence from presidential influence.

“If you've ever waited on a refill or couldn't schedule an appointment, you get it.”
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Transcript

Automatic transcript. May contain errors.

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1:44This is Bloomberg Law with June Grosso from Bloomberg Radio. Nearly 2 ,000 National Guard troops are now in D.C. as federal authorities deploy checkpoints around the city and sometimes ask people for their immigration status after stopping them. And tonight, President Trump visited with police and National Guard units that are patrolling D.C. Hey guys, how you doing? Yesterday, chants of free D.C. could be heard as Vice President J.D. Vance delivered hamburgers to National Guard troops at Amtrak's Union Station. I think you hear these guys outside here screaming at us. Of course, these are a bunch of crazy protesters.

2:29Top Trump aide Stephen Miller had some harsher words. These stupid white hippies that all need to go home and take a nap because they're all over 90 years old. Immigration enforcement has been a core part of the crackdown in D.C., rattling people in some of the city's neighborhoods. My guest is immigration law expert Leon Fresco, a partner at Holland & Knight. Leon, D.C. is a sanctuary city, but the Metropolitan Police Department is now required to share information with immigration officials and even assist in transporting detainees, according to a directive from the police chief. So does that sort of destroy the sanctuary city status?

3:15there's the law and there's the policy and there's what's actually happening and so yes the dc city council had this ordinance or this provision that said that they would not report during arrest information to ice but now if the police chief is saying they are going to do this then the question is going to be fine will there be an organization within dc that sues about this and this is also a bit complicated because if it's the D.C. police chief that's doing it, then does the D.C. attorney general sue or does an individual immigrants rights group sue? But the point is, for now, if you are stopped in a traffic stop in D.C.

3:59and the D.C. police believe there's some reasonable suspicion that you are not here in the United States lawfully, they can extend the time of your stop and call ICE to determine if you are here lawfully or not. And so that is happening as we speak. And they are claiming on a daily basis that they're arresting some number of people who are here unlawfully, and they're placing them into the removal process or, you know, in detention because they've already been ordered removed. So that is something that is happening in D.C. And the only way that that would stop at this point would be to get a judicial order in joining it.

4:41So despite this huge push, you know, crackdown, arrests by U.S. immigration agents dropped by nearly 20 percent in July. And by the way, the Trump administration disputes that data, as they have been disputing a lot of data lately. Why would it go down? I think there's a couple of reasons, and I don't think they're necessarily indicative of a reduction overall in immigration enforcement. It's just what happens is a couple of things happen at the same time. Number one, there was that moment where there was this sort of ramp up in arrest, and then the money sort of dried out until the quote-unquote big, beautiful bill was passed, and now the money is starting to ramp back up so they can actually start making more arrests.

5:29That's number one. But number two, they were able to put more people into the removal process without needing to actually make an arrest, so to speak. So if they were giving people papers at USCIS or they were giving people papers in court or whatever, the arrests are tied into whether you have detention capacity or not. And because all of the detention facilities were full, they weren't really able to make more arrests in the sense of actually arresting someone, putting them in a detention facility and holding them. But they are putting many, many more people into the removal process, even if they aren't effectuating an arrest and a detention.

6:10And so from that standpoint, I think these numbers, it's not that they're right or they're wrong. It's that they're all representing different snapshots in the process. But what I can tell you, and I think no one really would dispute this, is that the panoply of enforcement is much greater today than it's been in the last decade. And so even if that doesn't mean that in July particularly there were more arrests that led to detention, because, again, there was not space that would have been available at that moment to put people in, that space is starting to ramp up. those detention beds will be available, which means more arrests can be done to put people in those detention beds.

6:55And then writ large, more people are being placed into the removal process than before. On the topic of sanctuary cities, last week, Attorney General Pam Bondi sent a letter to officials in 19 cities, four counties, and 12 states that Justice Department accuses of engaging in sanctuary policies and practices, threatening to revoke federal funding and press criminal charges if they don't identify immediate initiatives they're taking to eliminate laws, policies, and practices that impede federal immigration enforcement. She set Tuesday as the deadline for their response. So far, there appear to be no cities, counties, or states that complied with that deadline.

7:42And in fact, some cities like Boston have been defiant. What do you think will happen in this standoff between the Trump administration and sanctuary cities? The issue of sanctuary cities and the Trump administration is going to depend on what specific method and what specific type of enforcement we're talking about here. If the only thing that the cities are being penalized for is for refusing to affirmatively cooperate with ICE, then those cities are at least currently under the current existing precedent in the courts of appeals, know that they aren't going to lose their federal funding just for that because there's Supreme Court law that talks about anti-commandeering, that says you can't force states and localities to enforce federal laws.

8:35And that was within the context of criminal background checks back in the day, where they wanted cities and states to actually conduct background checks before people could sell guns. And there were local officials that said, we don't believe in that. We don't want to make those background checks. And the Supreme Court agreed in the Prince case. And so this has been held in the same concept of sanctuary cities, that the states and the localities don't have the duty to actually affirmatively cooperate with ICE. Now, there is a issue that is still pending in the Supreme Court that they haven't fully decided yet, which is even if that's not affirmative cooperation, is it information sharing?

9:19Meaning if the federal government says to a state, do you know when Joe Smith is going to be released from detention, that if they don't give that information, perhaps they can be penalized for that because that's just information sharing as opposed to affirmative cooperation. So that issue gets to be decided, and I think that issue will go to the Supreme Court, and we're going to see what happens. Now, there are other issues, which is, are there states and localities that are actually assisting and quote-unquote harboring or impeding the enforcement of immigration laws. And in those areas, then that's where the Department of Justice is going to try to either get injunctive relief to prevent them from doing that, or perhaps other sanctions with respect to doing that.

10:08And they're going to be working with the Congress to try to see if the Congress will pass laws that actually place congressional restrictions on some of this grant money for some of that type of behavior. But again, that's what's going to be needed in order for the states and localities to lose their funding, is there's going to need to be specific congressional provisions that say they will lose their funding. Those have to be tied because there's also the Obamacare-Sibelius decision that says that these kinds of funding restrictions have to be very, very narrowly tied to what the provision is.

10:47Otherwise, they're considered like extorting the states, essentially. You're not allowed to do that. And so it has to be very, very closely tied together. So things like transportation grants aren't going to work or housing grants or these other type of things. They'd have to be grants related to, in some way, immigration and immigration enforcement. But then the issue will be, is it just the impeding that can be penalized or is it the lack of sharing of information? But there will not be, unless the Supreme Court overturns its decision in print, an ability to sanction these states for just not affirmatively helping ICE or the Department of Homeland Security.

11:31So this week, also, 20 states and D.C. sued the Trump administration, saying they're unlawfully requiring states to assist with federal immigration enforcement efforts in order to receive grants that fund resources for crime victims. Correct. This is all in the same mode in that those cases were very successful in the first Trump administration to say that those grants that were restricted on the basis of their law enforcement grants and they're being restricted on the basis of an unwillingness to cooperate on immigration enforcement. enforcement, that that's not a basis to restrict the grant funding, that there has to be something more than that.

12:12And so, number one, the states have to not qualify for the grant in some way, but just not cooperating with ICE in terms of not affirmatively cooperating is not a basis, again, under the anti-commandeering laws to deny them this money, but also, again, that these grants are not narrowly tailored for that purpose. And so, again, these same lawsuits were filed at the first Trump administration. They were successful on behalf of the states and the cities. They didn't get to the Supreme Court. We'll see what the Supreme Court has if decides to change anything, either by overruling the Prince case on anti-commandeering or by saying, fine, the states and the cities don't have to affirmatively cooperate with ICE, but if ICE asks them for information that is readily in their possession, they have to at least do that or they can lose their grant funding.

13:01So those are the possibilities of where all these cases are going to end. So on the ground, let's say the state isn't harboring undocumented immigrants, but they're just refusing to cooperate with ICE. How many more undocumented immigrants will ICE be able to arrest if the state did cooperate? I mean, it would be dramatic in terms of numbers because it's a lot less resource intensive to go into a jail and take someone who's already handcuffed and place them into ICE custody than it is, as you see on the street, some of these operations, for whatever reason, take 10, 20 agents. And, you know, one could say, oh, it's for safety, or I don't know what the reasons are that some of these operations are so resource intensive.

13:48But sometimes you see, like I said, 10, 20 agents getting one person. So from that perspective, if you had one or two agents that could take someone in a jail, as opposed to having a situation where, again, you needed to start grabbing people in either work sites or where they live or somewhere else, that would be freeing up of many more people to be arrested. and then the issue would just be, well, okay, how many spaces are there in the detention facilities or how much room is there in the court system to actually finish these cases? But it actually would increase the number significantly because, again, you wouldn't need too many agents to achieve a specific arrest or removal in a case where someone had been arrested or was coming out of prison who was in the non-citizen population.

14:38Coming up next, why it might be harder to get your citizenship. This is Bloomberg.

15:08pays off deep in the work that moves the business. Let's create smarter business. IBM. Everyone's talking about how AI is transforming work, especially in sales. While the landscape shifts, one thing remains the same, the thrill of closing a deal. Whether it's a gong or a confetti machine, every team has its celebration rituals. Adio is designed for that moment. It's the agentic CRM that turns customer signals into actionable insights, helping you close deals faster with revenue agents and automations working around the clock. You'll have everything you need to scale your go-to market efforts.

15:40Elevate your wins with Adio. Start your free trial at adio.com slash iHeart. Innovation is what gets your business to market, and Wasabi is designed to give every business a shot at competition. How? Break free from skyrocketing storage costs and unpredictable egress fees from old and top-heavy legacy providers. You know, the big guys. Wasabi is the world's hottest cloud storage company and the go-to provider for professional and collegiate sports teams and leagues around the world. And here's why. Innovation. From Wasabi's AI-enabled intelligent media storage Wasabi Air to the industry's only cloud storage service with triple protection against cyber criminals, data deletion, and ransomware, the world's top companies trust Wasabi.

16:27Remember, Wasabi is up to 80 % less than market competition and doesn't charge a cent for businesses to access their own data. Wasabi, another championship story. Check them out for free at wasabi.com. Wasabi Hot Cloud Storage, proud partner of iHeart Podcast Network. In addition to cracking down on immigration, the Trump administration also seems to be cracking down on the pathways to citizenship. According to a recent policy memo, U.S. Citizenship and immigration services officers must consider the positive attributes and contributions of immigrants seeking citizenship rather than just the absence of misconduct.

17:13Those positive attributes can include factors like community involvement, family caregiving, and educational attainment. I've been talking to immigration attorney Leon Fresco of Holland and Knight. So, Leon, what is this change about? This is very interesting. So, this is for citizenship application. And when someone applies for citizenship, that means they've basically done everything correctly, and now they're applying for citizenship. And there's a question in there or a consideration that is, does the person have good moral character? And the interesting thing is that good moral character is actually defined in the statute, and it has a negative definition, meaning it says that you have good moral character unless you have certain negative things.

18:00So the negative things are what make you not have good moral character, but absent those negative things, you have good moral character. And so what USCIS is doing is it's going to actually test this definition a little bit and try to see if it can get it to a more extreme definition, which is to say good moral character is not going to be something that is just an absence of negative factors, but it's going to also include something positive about your characteristics. Now, what's interesting is some of these things that they talk about, you know, these are in the eye of the beholder. If you have family, well, maybe if you have family, that's taking more resources.

18:47So why is it better that you have family? Maybe it's better that you don't have family and you're taking less resources. Some of these things are pretty subjective in terms of those things that they're looking at. And so from that perspective, I think that if that ends up getting challenged in a court of law, they're going to have a pretty tough time trying to say that these positive factors are necessary. Now, what may happen is in a case where there are some negative factors that don't actually lead to a denial, so to speak, because they can't legally. So, for instance, you were arrested a bunch of times but never convicted.

19:27They may then try to say, OK, well, you have all these negative factors, so you need something positive to get you over the limit here. But again, I just think that because of the way the negative definition is written, I don't think that it's going to end up being something that they're going to be able to push too much further there with regard to needing it. Now, there are some crimes where then it's in the discretion of USCIS to decide whether to give you the citizenship or not. And so there they may want the way if you have more positive factors, such as community service or family or other contributions that you've made to the United States.

20:12But again, I just think someone who's never been a criminal, who's never done anything wrong, who's done everything they're supposed to do, they're not going to now suddenly need to have 30 hours of community service in order to get a naturalization. I think if that's added, the courts will overturn that. I was just going to say, if you're planning to apply for citizenship, start doing community service. The memo also says that other disqualifying actions could include behavior that is technically lawful, but is inconsistent with civic responsibility within the community, like habitual traffic infractions.

20:47Do people often appeal when they're denied citizenship? Well, yes. If you are denied citizenship, the way it works is there's first an administrative appeal that you can take, which is, you know, I've actually won those cases, even though they're kind of tough because it's literally one person in the office reviewing the decision of another person in the office. And they're just, these are colleagues that work together and you don't necessarily know how likely you are to suddenly get somebody else to overturn what their colleague did, but that does exist. And then if that's denied, you can go to a federal court where a district judge actually has the novo review and they just start from scratch.

21:25They don't look at anything that was done in the administrative thing, and they decide the citizenship case. And so it would be in that scenario where you would actually then test the legal definitions here of good moral character. And depending, those could work their way up to a court of appeals or a Supreme Court if the sides wanted to keep fighting on the basis of that issue. But again, for instance, to say that a bunch of traffic offenses is going to lead to a sort of bad moral character finding is, again, probably stretching the statute beyond what it's able to accomplish. But we'll have to wait and see.

22:07So I found this very interesting. The budget bill that Congress approved set aside almost$47 billion for continued border wall construction and maintenance. And Kristi Noem, Homeland Security Secretary, said that President Trump has ordered that the border wall be painted black to make the metal hotter and deter migrants. Despite the fact that Trump this week said, congratulations, Texas, that July border statistics were in and it's the lowest number of border crossings in history. So why bother to paint the wall black? Well, I mean, he gave the reason, which is to deter people from coming in.

22:51If they try to touch the wall, it'll be much hotter, so it'll be more painful. But the question is, what will that accomplish? And so you've got to be very careful when you start actually saying that that's your intent, because there is state-created danger, which says that if the government actually tries to lawfully create that dangerous condition by which you can be injured, you can sue the government for that. So, for instance, you know, if a mail delivery person suddenly starts taking the mail and throwing it into your house with a brick on it or something, you could sue the government and say, hey, that's dangerous.

23:28This new practice of using a brick to attach the mail to throw it is causing a lot of problems. And so you could sue under that. And so if somebody is saying that they are trying to deliberately make something inflicting of harm, that does create a potential issue that the government needs to be sensitive to. Now, there are instances of people cutting holes through the fencing that was done, or trying to climb, or trying to build tunnels under the fence. But most people who crossed the border tried to look for some of the areas that didn't have fencing, so they could cross through and just ask for asylum, meaning they would see that someone was there.

24:11They would actually see a Border Patrol person that was there, and they would just walk to the border patrol agent and ask for asylum. At the moment, the Trump administration has said anyone who asks for asylum won't be allowed to do so. They'll just be sent back. That is currently still being challenged in the courts. And so it's unclear if a year from now there will still be able to be this ban where you literally just can't ask for asylum by crossing the border. We're in a temporary period where that's permitted because it's working their way through the courts. But I don't know that that will always be the case.

24:46If that is the case, then people won't be able to do that. And then they might actually be incentivized to the extent needed to touch the fence, either to cut it or to try to climb it. But at this point, that's not really happening. And then we can also talk about sort of 22nd century, now that we're in 2025, you know, people always talk about 21st century. But, you know, 22nd century issues, you have all of these drones and paragliding and everything else. Soon the idea of a fence is really not going to be an issue because you'll be able to use any device you want to sort of fly over this fence.

25:27And so I don't know long term the$40 billion or whatever that's being spent in the fence is probably not going to be able to keep up with modern technology in terms of all the devices people will be able to have to either fly or navigate above or around these fences. But again, that may not be for 2025, but it may be for 2030 at this point. Who knows? Yeah, and Noam also said that more is going to be added to the wall as far as technology, cameras, sensors, a waterborne infrastructure. And they've been building about half a mile of barrier of wall every day. I mean, with the Rio Grande there, is it even possible to have wall built across every inch of the border?

26:13There's a couple of issues. So some of the fencing at the moment is inside of Texas, meaning there are parts of Texas that are on the Mexico side of the border fence, even though they're on the U.S. side of the Rio Grande. So you have Mexico, you have the Rio Grande, you have Texas. So you would want the fence to be right where the Rio Grande is so that there isn't some parts of Texas that are on the Mexican side of the Rio Grande where the fence is. But you do have some of that. And the question is, what happens when people reach there? And again, at the moment, people are being turned back who reach those places because they're not being allowed to apply for asylum.

26:56During the Biden administration, they were being allowed to apply for asylum, except during the last six months of the administration when these asylum bans started. So they started under Biden and they were continued and extended under the Trump administration and made even stronger. And so from that perspective, the question is going to be what happens. I mean, there's also another part of Arizona that is an Indian reservation that belongs to the Tohono O 'odham tribe that they would need to give you the consent to build fence on their Indian reservation. And they haven't been willing to do that either.

27:32So those gaps exist, and I don't know how they're going to solve that problem, but they will theoretically be able to put sense, if they're willing to spend enough money, on all the other parts of the 2 ,000-mile border between Mexico and the United States. I would think that$47 billion will go a long way, but you never know. Thanks so much, Leon. That's Leon Fresco of Honda Night. So there's a lot of noise about AI. But time's too tight for more promises. So let's talk about results. At IBM, we work with our employees to integrate technology right into the systems they need. Now, a global workforce of 300 ,000 can use AI to fill their HR questions, resolving 94 % of common questions.

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28:18Not noise. Proof of how we can help companies get smarter by putting AI where it actually pays off. Deep in the work that moves the business. Let's create smarter business. IBM. Everyone's talking about how AI is transforming work, especially in sales. While the landscape shifts, one thing remains the same, the thrill of closing a deal. Whether it's a gong or a confetti machine, every team has its celebration rituals. Adio is designed for that moment. It's the agentic CRM that turns customer signals into actionable insights, helping you close deals faster with revenue agents and automations working around the clock.

28:53You'll have everything you need to scale your go-to market efforts. Elevate your wins with Adio. Start your free trial at adio.com slash iHeart. Innovation is what gets your business to market. And Wasabi is designed to give every business a shot at competition. How? Break free from skyrocketing storage costs and unpredictable egress fees from old and top-heavy legacy providers. You know, the big guys. Wasabi is the world's hottest cloud storage company and the go-to provider for professional and collegiate sports teams and leagues around the world. And here's why. innovation. From Wasabi's AI-enabled intelligent media storage, Wasabi Air, to the industry's only cloud storage service with triple protection against cyber criminals, data deletion, and ransomware, the world's top companies trust Wasabi.

29:42Remember, Wasabi is up to 80 % less than market competition and doesn't charge a cent for businesses to access their own data. Wasabi, another championship story. Check them out for free at wasabi.com. Wasabi Hot Cloud Storage, Proud partner of iHeart Podcast Network. President Trump has made his dislike for New York Attorney General Letitia James clear over the years, including a few months ago in the Oval Office. She's a disaster for New York. She's a horrible, horrible human being. And I think she's a total crook. There's no question about it. But that's just my opinion. Pam's going to have to do what she wants.

30:22She's a very bad person. She's a very, very bad person who campaigned solely on I'm going to get Donald Trump over and over again. She's a sick person. Well, today, Trump won a victory over James when a New York appeals court struck down the nearly half a billion dollar fraud penalty against him in the civil case brought by James. The split five-member court did uphold the ruling that Trump and his two eldest sons perpetrated a decades-long business fraud by inflating the value of assets to get favorable terms on loans. But the court found that the amount of the fine was unconstitutionally excessive.

31:05Joining me is constitutional law professor Harold Krent of the Chicago-Kent College of Law. Hal, there were concurrences, concurrences in part, dissents, dissents in part. The judges seemed to disagree on more than they agreed on. The court was incredibly split, and it's hard to discern exactly what the rules are going forward in a 330-page decision. But the essence is that the fraud determination has been upheld, but that the remedy, the disgorgement remedies of$500 million were excessive under the Constitution, the court held. And so the size of the fine would have to be recalculated. So would that be done by an appeal?

31:52Ultimately, it would be done by the trial court. But that won't happen immediately because there's so many other legal issues that went into it. For instance, what are the number of cases that can be considered for the fine that was disputed in the opinion in terms of the inflated values of the properties and in terms of which ones could be considered? There was disagreement on. So it's such a fractured opinion that the next logical step for both parties would be to go to the highest court of New York, the Court of Appeals, for determinations of remaining legal issues. And then ultimately, the lower court would then make a new determination of what kind of fine to impose.

32:32And the AG has already said that she's going to appeal this decision to the New York Court of Appeals. Will you explain why the court found that the fine was excessive?

33:09from that inflation. Without that kind of tailored proportional remedy, the aggregate sum of$350 million was simply excessive. I mean, what does it take for a court to find a fine violates the Eighth Amendment? Under the Excessive Fines Clause, the Supreme Court has held that it has to be some kind of proportionality. So it's a kind of loose general test that the fines imposed have to be some way proportional to the harm created. And then you look at other kinds of fines cases in the past to determine whether that metric has been breached or not. And I think the court here did a good faith assessment looking at the kind of damage that was created by the fraud and said that whatever it was, it didn't come close to reaching the 350 million of steps.

33:59Normally, appeals are decided in weeks or even a few months. This took nearly 11 months for the appellate division to reach this decision. Looking at the 300 pages, does that indicate why it took so long? The court was badly split. I mean, you can see that from the type of language that was used in the opinions and from the disagreements themselves. And so I think the court was in a good faith measure trying to get kind of a uniform approach, but it just broke down. They disagreed on numbers of issues, and so it really would be impossible for the lower court to put the pieces back together, which is why I think both parties are in a better position, if this goes to the highest court of New York, to resolve the many legal disagreements that still exist.

34:48So would you say a huge victory for Trump and a huge loss for the AG Letitia James? I don't think it's huge, but I think it's substantial. Certainly puts off any kind of requirement to pay the fine. I mean, there's so many other legal issues to unearth that the day of reckoning is not going to come for a long time. But at the bottom, there's still a finding of fraud, and that has not been displaced. Does it complicate things at all that the Justice Department is investigating Letitia James for civil rights violations for bringing this suit against Trump? Or is that separate? I think it's separate unless the investigation casts a chill or a pall upon the attorney general's office.

35:34And that's something that obviously the Trump administration would like to happen, but I don't think they're directly linked. Let's turn now to this ruling by the Fifth Circuit that court orders freezing unfair labor practice cases against SpaceX and two other companies can remain in place while they litigate their constitutional challenges to the National Labor Relations Board. So this is a typical challenge to a functioning of the National Labor Relations Board under the National Labor Relations Act. Under the act, the board is supposed to determine whether or not there is an unfair labor practice committed by the union or by the employer.

36:14In this case, the employer, of course, is Elon Musk's SpaceX. And then the unfair labor practices can span from the questions of not bargaining in good faith to firing somebody without cause and so forth and so on. So in this case, after an unfair labor practice was determined, there was a challenge to the constitutionality of the National Labor Relations Board in two respects. First, that the members, because each member was protected from will removal, that they were unconstitutionally situated. And secondly, that the Ministry of Law judge, or ALJ, who was assigned to cure the unfair labor practice, was also situated unconstitutionally because the ALJs were protected from at-will dismissal.

37:00So the court had to look at, first of all, whether it had jurisdiction, and then whether these two constitutional challenges were appropriate. with respect to jurisdiction. I think the court held correctly that under a recent United States Supreme Court precedent, structural challenges to agencies could interrupt agency proceedings and go to court and get a court take on these structural challenges. And this is a very similar to the structural challenges that the Supreme Court held could go on in a case called Axon versus FTC. So I think the court was well positioned to make that judgment. With respect to the ALJs, The court held because the ALJs were protected from at-will removal and because their superiors, NLRB members themselves, were protected from at-will dismissal, that two layers of insulation from presidential removal authority was excessive under Article 2 of the Constitution.

37:55But it was an easy decision for the court because the court had previously held that in a case called Darcy, which went to the Supreme Court, but the Supreme Court ignored that issue. There was a binding Fifth Circuit precedent that said that the two layers of insulation from the president's removal authority, and that would be an unconstitutional structure. So that decision wasn't surprising. The more important ruling, which was surprising, is that the NLRB itself was structured unconstitutionally. And to make that decision, the court said that what the Supreme Court has signaled, which is fair, is that anything that looks like the Federal Trade Commission, whose members are protected from that will dismissal in the Supreme Court and Humphrey's executor had given its constitutional stamp of approval to it, that anything that looks closely like the FTC is constitutional and those members can be protected from that real removal authority, but that anything that doesn't look exactly like the FTC model would be subject to independent constitutional scrutiny.

39:05And the court said that there were several significant enough distinctions with respect to the structure of the NLRB as opposed to the FTC. How much is this about the Humphreys executor case, the 90-year-old precedent that supports the restrictions Congress imposed on the president's power to dismiss independent agency officials, a decision that conservatives have long wanted to get reversed? The court's view is that the Supreme Court has signaled that maybe Humphrey's executor isn't going to be overturned, but almost everything else will be in terms of ensuring that the president has removal authority over all officers in the United States.

39:55And the outshot of this is that the Supreme Court is going to have to weigh in and make a call. That was my next question. The Fifth Circuit has often been, as far as conservative opinions, ahead of the Supreme Court. And the Supreme Court has, in the last couple of terms, cut back what the Fifth Circuit has done. Is this an instance where the Fifth Circuit, again, is out ahead of the Supreme Court? Well, the Fifth Circuit is forcing the Supreme Court's hand. In the shadow docket, the case in President Trump's discharge of an NLRB member, the courts signaled that it may well be on the merit that the NLRB is unconstitutionally structured.

40:34It may come down to not only saying that the MLRB is unconstitutional structured, but may reverse itself from Humphrey's executor as well. So in this case, I think the Fifth Circuit's not really ahead of the Supreme Court. It's reading the tees from the Supreme Court, which means that the Supreme Court is going to finally have to make that decision as to whether some set or all agencies in the United States in the executive branch, that their heads have to be subject to at-will removal. And that's the theory of the unitary executive that the Supreme Court has espoused. Does the NLRB even want to appeal this to the Supreme Court?

41:13I mean, this decision would only affect the Fifth Circuit, right? I think the NLRB does want to because I think that the Solicitor General's Office of the Department of Justice want the Supreme Court to take up this case in order to make a determination once or for all that all executive branch agencies have to be headed by official subject to the president's plenary removal authority. So in this case, the NLRB is that the members who are left are likely going to act at the behest of the Trump administration and to get a friendly hearing. And what they should do in the Supreme Court and what they should have done in the courts of appeals is to appoint somebody to argue the other side, because otherwise you have a Musk organization against the Trump administration, but the Trump administration agrees with the Musk organization in this case.

42:12And so to have any kind of fair adjudication, the court should follow its practice, which it has followed in the past from time to time of appointing somebody to uphold the position that's not going to be represented directly in court, namely that it is perfectly fine for Congress to structure agencies to create some modicum of independence from presidential control. Humphrey's executor does seem to be on the chopping block. Thanks so much, Hal. That's Professor Harold Krent of the Chicago-Kent College of Law. And that's it for this edition of the Bloomberg Law Show. Remember, you can always get the latest legal news on our Bloomberg Law podcast.

42:55You can find them on Apple Podcasts, Spotify, and at www.bloomberg.com slash podcast slash law. And remember to tune into the Bloomberg Law Show every weeknight at 10 p.m. Wall Street time. I'm June Grosso, and you're listening to Bloomberg.

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From the publisher

Immigration law expert Leon Fresco, a partner at Holland & Knight, discusses the latest immigration issues. Constitutional law professor Harold Krent, a professor at the Chicago-Kent College of Law, discusses an appeals court reversing the $464 million penalty in President Trump’s civil fraud conviction. June Grasso hosts.

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