
Nicolle Wallace covers the ongoing fallout on Capitol Hill as Admiral Holsey, the man who resigned amid the boat strike controversy, speaks with lawmakers - AND Trump’s hypocrisy on mortgage fraud is revealed.
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Miles Taylor
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Shelby Holliday
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Nicole Wallace
Hi there everyone. Happy Tuesday. It's 4 o' clock in New York. Donald Trump's handpicked Secretary of defense, the former Fox News Weekend host Pete Hegseth, is today sweating under the klieg lights of congressional oversight and intense public scrutiny. At this very moment, Hegseth is on Capitol Hill alongside other top Trump officials as a bipartisan push to force the release of video the September 2nd boat strike, in which survivors of an initial strike were killed along with materials relating to other boat strikes in the region, rapidly gains bipartisan momentum. The New York Times reports this, quote, the annual defense policy bill on track to clear Congress in the coming days would compel the Pentagon to provide lawmakers with the specific orders behind the strikes that the US Military is taking on boats in international waters as well as unedited video of the attacks. And and the bipartisan bill takes a decidedly bad cop approach to forcing Pete Hegseth to bow to congressional oversight. More from that Times report, quote it would withhold 25% of Defense Secretary Pete Hegseth's travel budget if he failed to give the congressional national security committees a copy of the execute orders behind the strikes, or to outline how he planned to facilitate future briefings about the operation or with lawmakers in accordance with federal law. That bill, if passed, would wind up on the desk of Donald Trump, who has suddenly flip flopped on releasing the video of the second strike, complete with unhinged misogynistic lashing out at a female journalist for asking questions, doing her job, and simply quoting Trump back to Trump. That is just the latest twist in what is a well established pattern by the Trump administration of being less than transparent about these strikes. For reference, here's how those who watched the video that Team Trump seems now suddenly so eager to keep hidden described it to journalists at the Atlantic. Quote, the suspected drug traffickers, the lone survivors of a U.S. airstrike, were sprawled on a table sized piece of floating wreckage in the Caribbean for more than 40 minutes. They were unarmed, incommunicado and adrift as they repeatedly attempted to right what remained of the boat. And at one point, the men raised their arms and seemed to signal to US Aircraft above the gestures, Some who watched the video the incident interpreted as a sign of surrender. Then a second explosion finished the men off, leaving only a bloody stain on the surface of the sea. Footage of the two men's desperate final moments made some viewers nauseated, leading one to nearly vomit. Quote, it was worse than we had been led to believe, one person told us. The harrowing, frankly horrific nature of what's being described as being on that video is one reason why the questions around what exactly the Trump administration is doing seem to be multiplying by the day. And one of the key players in a position to answer those questions, the outgoing head of US Military operations in the Caribbean, Admiral Alvin Holsey. He's speaking to the heads of the Senate and House Armed Services Committee today. According to reporting in the Wall Street Journal, Hegseth asked Halsey to resign after Halsey expressed concerns about the legality of boat strikes. Congress and the American people now hungry for answers about the Trump administration's campaign in the Caribbean is where we start today. Wall Street Journal business and politics reporter Shelby Holliday is here. Also joining us, Lieutenant General Mark Hertling. He served as the commanding general of the US army in Europe. Plus former DHS chief of staff during Trump's first term. Myles Taylor is here. He's now the founder of defiance.org miles, for all that you've pulled the curtain back on about your time in the first Trump administration, I don't remember a chapter on Trump wanting to violate the section of the Laws of War army manual which explicitly carves out shipwrecked people as being on the other side of a line, just talk about any exposure you've had to anything Trump has had to say over the years about the laws of war.
Miles Taylor
Well, I hate to say it, Nicole, but this issue is actually no exception. Because as far back as seven years ago in 2018, Trump's senior advisor, Stephen Miller, wanted to know if it would be lawful for the president to launch airstrikes against unarmed civilians in boats in international waters. He asked us that on a flight back from Florida, when we had taken the president down to a counter drug command post to talk to him about lawful ways to ramp up efforts to fight cartels. And the takeaway, it seemed to me, was that the administration wanted to blow up boats. That was seven years ago, Nicole. And what did we tell them? We told them that that would be illegal. I didn't have to go to lawyers to ask that question. It would be obviously, obviously illegal to blow up unarmed civilians in BO off the coast of the United States. Now, Stephen Miller denied that that exchange happened. And then, as we found out in the past few weeks, he has been one of the key architects, reportedly, of this policy. So those denials now look pretty silly in hindsight. But as for Trump himself, Nicole, he was regularly frustrated with us when we brought up things like the rules of engagement. I'll tell you why he knows that term, the rules of engagement, is because when we were the first group in the administration, he said he wanted to shoot civilians shooting migrants at the border. And again, he later did with the Defense secretary, Mark Esper. We told him, Mr. President, that would violate the rules of engagement that the military has to operate under. They cannot use lethal force against someone who is not using lethal force against them. That's when that term got seared into his brain. And that's why I think you've heard Trump and especially his defense secretary, Pete Hegseth, in the second term talk about loosening the rules of engagement. He was frustrated that he heard it so much in the first term. He saw it as a restriction. He doesn't want to abide by those rules this time. And apparently, even if that means committing murder on the high seas, why did.
Nicole Wallace
He want to blow up boats?
Miles Taylor
I mean, the honest answer, I'm just assessing the president's psychology here is I think it's for power and deterrence. I mean, this is the common question you get with any strongman. Why do they want to engage in excessive uses of lethal force against their adversaries? Because they want to intimidate others. To put it in a much more simple fashion, think about mob bosses and every movie and TV show we have seen depicting mob bosses start to flex their muscle. What do they do? They carry out egregious acts of violence against their enemies to show that they are tough, to show that they will do anything. That's the only reason I can think that Donald Trump is doing this because I will tell you, from an operational standpoint, it is completely, totally and entirely unnecessary. But worse than that, Nicole, it is counterproductive. If you want to dissemble the these networks, if you want to crack the cartels, what you need to do is roll up and arrest these low level guys, follow them up the chain and use the intelligence to break those organizations. Trump says he's trying to save Americans from drug overdoses. Well, what he's doing is destroying the evidence that would help us prosecute and dismantle those networks. He's not helping this case, he's hurting this case. And in the meantime, to me, very clearly is breaking the law.
Nicole Wallace
I mean, Myles, I guess I asked why you wanted to blow up the votes because a lot of lawmakers, Democrats and Republicans seem to accept the premise that it's in pursuit of stopping drugs from coming into the country. But if you, even if you follow their logic, that makes. That's nonsense. If you want to, I mean, And I think 100% of the American people believe that illegal drugs are a scourge, but that includes the illegal drugs that are killing the most Americans. And those are not on the boats. And a boat with 11 people on it, really, most people think, doesn't have very many drugs on it at all. So what is it about pursuing the boats as opposed to pursuing the sources of fentanyl, which are China and Mexico? Why are we sort of sleepwalking along with even the premise of this?
Miles Taylor
Well, look, Donald Trump likes imagery and I think that they feel like they can attack these boats and it sends some sort of message to deterrence of deterrence against anyone who would cross Trump, not just drug dealers, but any other threats he might face. But I'll tell you this, Nicole, even some of the President's own close allies are now breaking with him over this. Look at Laura Loomer. She today noted that, you know, the drugs that are on these boats coming out of Venezuela are largely cocaine, not fentanyl. Donald Trump has said that the focus of this is on fentanyl. And even Laura Loomer came out and said, you know, fentanyl's mostly coming from China and Mexico, not Venezuela. So he's not even selling his own supporters on this. And I think that shows that the real purpose of this is not to stop fentanyl coming into the United States. It's to strengthen Donald Trump's power. It's to show that whatever he says is the law becomes the law. And potentially it's meant to be a prelude to this possible land invasion and campaign of Venezuela. But if that's the case, even then, the administration has done a terrible job explaining that story to the American people and explaining why it matters. So all of this seems to be falling apart. And Nicole, given the reporting that you opened the program with, to me it seems like the walls are closing in on Donald Trump on this issue.
Nicole Wallace
General, I want to ask you about the Atlantic's description of the video. We've had the privilege of getting to talk to you, I think, just about every news cycle. And this is the most explicit description of what is on the video. And I wonder if you hear anything that squares the circle we've been trying to get our brains around, around here as to why up and down the chain of command the second strike takes place.
General Mark Hertling
Nothing in my mind, Nicole, justifies the second strike on this.
There are going to be debates between both sides of the aisle about the legality of it. I understand that there are some lawyers now requesting that the Department of Defense and the General Counsel give them the papers that authorize this. And this hearkens back to me exactly to something I experienced in 2003, and that was the Abu Ghreb scandal. It was something that was illegal. You don't treat prisoners the way they were treated at Abu Ghraib, the same way you don't treat those who were.
Narco terrorists. Give the description to an immediate death sentence. And if I can, I'd like to kind of expand on what Miles said, because there is a history of Secretary Hegseth countering rules of engagement or thinking there are too strict, but they are things that are illegal. That's what they try and prevent, but they also try and prevent things that are immoral. And I'll use another RO indicator, and that's roi. The return on the investment of this, like Miles said, is contrary to what we would expect in any kind of operational campaign. To not capture prisoners, to not find out where the supply chain leads, to not know who the key figures are in this kind of operation, and to trace them backwards.
Miles Taylor
And.
General Mark Hertling
And then bombing a boat with a missile that probably cost a couple of hundred thousand dollars just doesn't make sense to me at all from a military perspective or from a business perspective. And there's one other thing that I'd say, and I'm almost hesitant to say it, but this is the kind of things that will take our allies and push them away from us. We are already seeing that in the countries surrounding Venezuela. We had a 30 year counter narcotics campaign in Colombia, that was relatively successful. You've got several nation states in Latin America and South America that are now saying, we don't want any part of the United States and we don't understand what they're doing. That may be one of the things that Admiral Halsey is talking about today. But you also have European allies and several other allies saying this is not the America that proclaims values and ideologies. And so we're losing more than just the argument on illegality in terms of what's being done in this campaign.
Nicole Wallace
The Trump administration is also losing what they've enjoyed for the better part of 10 years, which is a firewall or a moat or however you want to describe the Republican Party. Here's three prominent Republican senators saying that the video the second strike should be released.
Andrew Weissman
About this double tap strike, do you think it would make sense for the administration to release this video?
Miles Taylor
I'm okay with it being released and I'm okay with what happened.
Carol Lenig
Listen, if there's a way to release the video, which I have not seen.
Nicole Wallace
But if there's a way to release.
Carol Lenig
That that does not compromise our intelligence.
Andrew Weissman
Gathering, I would urge him to do.
Nicole Wallace
It and tell us. Has also said we've got to release the video. We've got to get any videos that do not in any way compromise mission integrity down there. Just get the stuff out. Almost an urgency on his part to get the into the public arena.
Shelby Holliday
The administration has already released 20 some videos of boat strikes. So to hold it up against on the terms of not wanting to reveal intelligence methods or weaponry is a bit of a stretch. I think a lot of Republicans see that and realize you can't release 22 videos and then not this other one. However, because of what we've heard based on the video, you can understand why they may be sensitive to release it. Pete Hegseth has now the authority to release it given to him by Trump. President Trump said he would release it. Then he said it's up to Pete. Secretary Hegseth indicated this weekend that we have to be careful. We don't want to reveal too much.
Nicole Wallace
What is revealed in the second strike that isn't revealed in the other 22.
Shelby Holliday
What I don't understand is how you again, like how you can say we're holding this up on the basis of this when we've been so transparent about all of these other strikes. But I don't know if releasing the video will.
I think what's important to Americans is to see it for themselves because we are hearing Republicans and Supporters of Admiral Bradley say totally justified. These men were not shipwrecked. They were clearly on top of a piece of the boat that was likely being held up by the drugs, trying to flip it over. And they could conceivably continue.
Nicole Wallace
Is that on the video? Can you see the drugs under the boat?
Shelby Holliday
So the people who've seen the video say you can see the men on top of the remnant of the boat. And Admiral Bradley assessed that it was being held up by the. The drugs are wrapped in packages that are buoyant. So the assessment was that this piece of boat wouldn't be floating if the drugs weren't underneath it. And therefore the men were trying to flip it, salvage the drugs, and they could potentially carry on with their, with their rendezvous, with their hands, passing the drugs off to another ship.
Nicole Wallace
But how did these Republicans defending the operation think they were going to take the drugs trapped under the boat, under the piece of wood to land?
Shelby Holliday
So I mean, if you listen to Senator Cotton, he was totally justified target. The men could have continued with their mission. They were meeting up with another boat to pass the drugs off before the strike. And then you have so many other Democrats and privately Republicans saying that's not at all what we saw in this video. And I think that's why it's so important to release it to the American people, because when everyone sees it with their own eyes, they'll be able to make their own decision. They won't have to listen to the six congressmen who have seen it.
Nicole Wallace
Right. General Hertling, how does any of that ring to your ear?
General Mark Hertling
Rings true to me, Nicole. And I got to tell you, as you know, I've been in these kind of strikes, conducted these kind of strikes. It's easy to release the videos and sanitize it. There's not a whole lot other than grid coordinates on it, perhaps a radio call. But I got to tell you Again, this was September 2nd. If the military hasn't sanitized that video already, there's something wrong. They also have a phrase you're familiar with, the tick tock. There is a series of log entries, either on a computer or handwritten in terms of what was said, who said it, how it went down, according to a timeline. So, you know, if the Secretary is so proud of releasing, like you just said, 20 some odd videos of the strike, then he should be proud of releasing a little bit more of the second strike. Because there's no difference between that second strike being sanitized, which they do immediately, in order to release it to the Press and the first strike. So I don't get it. And Secretary Hegseth continuing to delay, deflect, saying we're trying to sanilize. He said the other day it would reveal TTPS and sources and methods. And all I can say is that's bs, just complete bs. I know what sources and methods are ttps or tactics, techniques and procedures. And it's not going to reveal any of that.
Nicole Wallace
Miles. It's interesting that it's Hawley and Lindsey who are two of the most sort of stalwart wanderers of Trump. Not just policy, but foreign policy, saying release the tape. You know, to Shelby's point, they've released 22 of these already. There's nothing from a technological standpoint or in terms of what you see that's different about the second strike.
Miles Taylor
Well, it's just convenient that it's the most damning video that they're having trouble releasing. I mean, this is why I think this is the new Epstein files, Nicole, is Trump said he would release these unconditionally. Then he backtracks as the controversy starts to boil over and then Congress starts demanding the files. And now the administration's getting caught in lies and looks like it's engaged in a cover up. I mean, it's the same pattern we saw with Epstein. But you know, what I'll say is I've not been a part of nearly as many operations as General Hertling, but when I was at Department of Homeland Security was involved in a lot of counter drug operations because the U.S. coast Guard engaged in those all the time. And I will tell you, in those years at dhs, there was not a single time ever, ever that anyone in the Coast Guard said, hey, it would help us to be able to kill these suspects instead of arrest them. And you know, the general mentioned the rules of engagement. There's also the law of proportional. I mean, you don't engage with a higher level of force than you're being engaged with. And again, the Coast Guard always knew they could go arrest these boats, they would shoot out the engine, they would arrest the suspects. But apparently there's other reporting that shows that this, you know, when this was happening in September and advisors around Hegseth were raising concerns, he called them sissies and he called them weak, reportedly for saying that there might be a problem here, that maybe they couldn't just kill these guys at a standoff distance who didn't represent an imminent threat to anyone. But that's apparently what happened. And I again, I've never heard, I don't think the general has either. I've never heard a single person say this is what we have to do.
Nicole Wallace
All right. No one's going anywhere. Still ahead for us. General, you trying to jump in? Did I cut you off? We'll be back on the other everyone sticks around. Also ahead, press will talk to a Democratic lawmaker who has seen this video that we're all talking about of the second strike. We'll ask him what he makes of Donald Trump. And Pete Hegstra assess changing statements and their current decision which is to keep it private. Plus, Donald Trump and his Department of Justice's desperate bid to indict one of Trump's so called enemies for committing mortgage fraud. Maybe getting another try today, just as new reporting finds. Wait for it. Donald Trump may have done the very same things that he claims are a crime on the part of Tish James. And later in the broadcast, Trump going into damage control mode, trying out a new message on the issue of affordability after calling it a democratic hoax over and over and over again. We'll bring you all those stories and more when Deadline White House continues after a quick break. Don't go anywhere.
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Miles Taylor
To our partners, all men and women.
Andrew Weissman
Are caught in an inescapable network of mutuality tied in a single garment of destiny. Whatever affects one directly, affects all indirectly.
Miles Taylor
Those words from Dr. Martin Luther King Jr.
Andrew Weissman
I think they speak volumes today as I think about this region and our shared neighborhood. To be clear, partnerships are our best deterrents to counting shared security and economic concerns.
Miles Taylor
We will always be there for like.
Andrew Weissman
Minded nations who share our values, our democracy, our rule of law and Human rights.
Nicole Wallace
So that's Admiral Halsey. That was him in 2024 when he was promoted to head of Southco, stressing American values and democracy and the importance of cooperation and partnerships with our allies countries in the Caribbean and Latin America. We're back with Shelby, General Hartling and Miles. So, Shelby, the Journal's reporting that ptegseth asked him to leave after he expressed a lack of comfort with the legal rationale for the campaign. What else do we know?
Shelby Holliday
We know that Secretary Hegseth also butted heads with him over some other issues like the Panama Canal. And there were tensions throughout the year.
Nicole Wallace
But as the when did Trump wanted to take it?
Shelby Holliday
What was the boat strikes? Yeah, American control of it. As the boat strikes started ramping up, things became more and more tense. And my colleagues reported that earlier in the year when Secretary Hagseth met with him on a teleconference, he said, you're either on the team or you're not. When you get an order, you move out fast and you don't ask questions. And that set the stage for a lot of tensions throughout the year. When the boat strike started, Admiral Halsey was also sort of sidelined. We see in the first strike. That was a strike that was executed by socom, not southcom and not under Admiral Halsey's authority. So discomfort with the campaign itself, but also just the fact that things were happening outside of his, outside of his control and he is the commander of southcom. I think one thing that will be important for congressmen to ask him today at this Gang of Eight or I'm sorry, ask him this morning and then also ask Secretary Hegseth at the Gang of Eight briefing is where is this all going? Are the boat strikes in their own right a campaign or are they a smaller part of a bigger campaign? We saw even earlier this year the labeling of Trende, Aragua and other groups as foreign terrorist organizations. We've seen the boat strikes as maybe a prelude to something bigger in Venezuela. So was he, was he uncomfortable with just the boat strikes himself or more of the stage setting for something potentially bigger?
Nicole Wallace
General Hartling, your thoughts about what the Journal is reporting and what others have said about this very high level departure after not very long in the post?
General Mark Hertling
Yeah, that was a great explanation, Nicole. And let me just elaborate a little bit of it. When you're a combatant commander, you are a battle space owner. That's the term that some use. So Admiral Halsey is responsible for all the countries in Latin and South America that are part of the South Comms, Southern Command, area of operations, area of responsibility. He also has the sea outside. So anything that happens inside that area of operation he's responsible for. When Special operations forces come in, they don't take orders from him, but they do cooperate with him. When he sees the relationships as he just gave in his change of command speech, taking the organization, when he sees a disruption in the alliances or partners not playing well with each other, that's part of his responsibility to talk with the ambassadors of the various countries. I was once a battle space owner in Iraq where Special Operations forces were playing in my sandbox, as it were. And it was first General McChrystal and then Admiral McRaven who were the JSOC commanders who would talk to me on a nightly basis saying what they were about to do in terms of killing or capturing terrorists in my area that were high value targets. It was great because we had a great partnership. If something disrupted that partnership between SOCOM Special Operations Command and southcom Southern Command or the Joint Special Operations Task Force that were killing people. When Halsey has a relationship with all the countries, he has to explain it to him. He has to tell them what's going on. So he may not have just been aghast at some of the illegalities or the potential for illegalities. He wanted to know how he can talk to the ambassadors and the country chiefs and the other navies and armies that are in the area. So I can understand very quickly how he got crossways with and oh, by the way, I should add too, he's an expert in the area. I mean, he was not only the new commander in 2024, but he had been the deputy commander for a couple of years prior to that. So he knows the region better than anybody. So when you have someone coming in with a carrier strike group and a bunch of special operators, you would think they would pay attention to some of his advice. Sometimes that doesn't happen.
Nicole Wallace
You would think. Shelby, thank you so much for being here at the table and for your reporting. General Hertling, Miles Taylor, thank you both for starting us off. We'll have a chance to speak to Senator Chris Coons who has seen the video coming up at the top of the next hour. After the break for us, Donald Trump was discovered committing the exact same alleged crime he's trying desperately to attach to some of his so called political enemies. We'll bring you that new reporting next.
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Miles Taylor
Ms. Now presents season two of the Blueprint, hosted by Jen Psaki. In each episode she talks to leading demo about how they plan to win again, including Texas Congressman Greg Cassar, who chairs the Progressive caucus, Congresswoman Sarah McBride of Delaware, the first openly trans person elected to Congress and more who are helping to shape the future of the party. The Blueprint with Jen Psaki Season 2 All episodes available now.
Nicole Wallace
The Trump encouraged mortgage fraud case against New York Attorney General Letitia James is such a colossal prosecutorial nothing failure for his Department of Justice that it has already come up short collapsed two times. It was first dismissed because DOJ unlawfully appointed prosecutor Lindsey Halligan in the Eastern District of Virginia. She was of course appointed when the U.S. attorney who was supposed to be there resigned suddenly under pressure after he resisted bringing the cases against Jim Comey and Tish James. The second time a federal grand jury saw the evidence and rejected the attempt to indict James. The second time, an incredibly rare occurrence for any federal prosecutor on any case ever. Now the Trump Justice Department and its prosecutors are expected to actually try this big stinky failure of a case a third time. They're going to try a third time to indict Tish James despite the fact that that none of the facts of the case have changed. Tish James is one of many perceived political enemies of Donald Trump who his administration has targeted and accused of mortgage fraud and saying that she claimed more than one primary residence. But new reporting in ProPublica reveals that Donald Trump has done that very same thing. According to that ProPublica report, quote, In 1993, Donald Trump signed a mortgage for a Bermuda style home in Palm Beach, Florida, pledging that it would be his principal residence. Seven weeks later, he got another mortgage for a seven bedroom marble floor neighboring property, attesting it too would be his principal residence. In reality, Donald Trump, then a New Yorker, does not appear to have ever lived in either home, let alone use them as a principal residence. Instead, the two houses, which are next to his historic Mar A Lago estate, were used as investment properties and rented out, according to contemporaneous news accounts and an interview with his longtime real estate agent. Exactly the sort of scenario his administration has pointed to as evidence of fraud.
How about that? Now, in response to questions about this, a White house spokesperson told ProPublica this, quote, President Trump's two mortgages you are referencing are from the same lender. There was no defraudation, end quote. I want to bring in senior investigative reporter Carol Leonig and former top official Department of Justice, our legal analyst, Andrew. Legal analyst Andrew Weissman is back with us. Andrew, first on the ProPublica reporting, what, if any, distinction is there between what Trump did and what they're trying to build a case saying Tish James did?
Andrew Weissman
So the thing for everyone to remember is that our legal system, to have a rule of law, is built on the idea that you treat like cases alike. That is what it means to have a rule of law. It doesn't matter how powerful you are, doesn't matter who you know. It doesn't matter whether you're a Republican or a Democrat. And so, based on this reporting and what was alleged against Letitia James, so essentially, two bodies of allegations, you. You have minor, minor differences, but nothing that would distinguish the two. You have to also put this in the context of other cases. So we know from Manhattan, from the Letitia James case itself, where the judge made findings that he already has been found liable for mortgage fraud. Because if you remember, he inflated, as just one example, the square footage of his Trump condo threefold, claiming it was about 30,000 square feet, something he would presumably know whether it was true or not. But in fact, it was only about 10,000 square feet. In fact, I remember his lawyer at the time, a wonderful, really reputable lawyer, basically conceded that point, said, I don't really have an argument that that wasn't a fake number that was put in. That's how blatant it was. And of course, the reason that you would inflate the number is that it increases your assets so that you can get a. You can get more leverage out of it. And so the one final thing that sort of is something from personal knowledge, which is in the Mueller investigation that I worked on. Paul Manafort, one of the many crimes that he was charged with was mortgage fraud, where he had a condo in New York. And he claimed it was for his personal use, when in fact it was being used as an Airbnb. And of course, he did that because, as we alleged, and he later admitted it was being done because it would give him an advantage in terms of the mortgage rate that he would have to pay. But what does this tell you? It tells you that it's like it is A prosecution for enemies. But with respect to Paul Manafort and Donald Trump, it should all be absolved. Paul Manafort was pardoned by Donald Trump. This is the antithesis of the rule of law, where everyone is supposed to be treated the same based on what they did or didn't do. So if you take the there's three sort of cases of Paul Manafort, Donald Trump and Letitia James, and you see them going after her again and again and again, which in my experience just is unheard of, that this would happen for a third time. And just I'm going to make a prediction, since I rarely, rarely do that. This is if they do, in fact, get an indictment of her, this is just fodder for a judge to say this is a vindictive and selective prosecution. I mean, it's going to be exhibit A, B and C for her to claim that this is improper. And it's very, very hard for me to see that a court will not dismiss this. Of course, that won't stop Trump from blaming the courts for doing this, but it really is antithetical to the rule of law.
Nicole Wallace
Carol Lennig, how many times are they going to keep trying to indict James?
Carol Lenig
Well, I mean, it depends on how compliant the acting or special or inappropriately appointed U.S. attorney feels about Donald Trump's wish that his enemy, Lindsay Halligan, forgive me, his enemy, Tish James, is indicted and is, you know, brought to some sort of punishment for having brought a case against Donald Trump. You know, I was struck by Andrew saying it was just unheard of to bring this case a third time. And he's absolutely right. There is no case in the history of the Department of Justice reviewing its history of cases in modern times, for it ever to have done this. And I don't think it's very speculative. I know Andrew is careful, just as I am, about predicting the future. But I don't think it's particularly speculative to say that a third attempt to re indict her will be absolutely paragraph 1, 2 and 3 in a selective and vindictive prosecution motion. I think that's already been hinted at, and it's striking. There's so much that's unheard of. It's unheard of for a U.S. attorney's office to bring a case where the probable cause is so low that a majority of grand jurors refuse to indict someone based on a supposition and a probability that a crime may have occurred.
Nicole Wallace
Well, I guess I have to sing at a break, but I want to ask both of you. How do Pam Bondi and Todd Blanche keep putting the Department of Justice through the reputational wood chipper? Why did they let this stand? I guess that's a spoiler alert. We'll sneak in a quick break. I'll ask Bethy to answer it. On the other.
Carol Lenig
Hand.
Nicole Wallace
So, Carol, the New York Times is reporting that the judge suggested the prosecutor on Comey and James cases should resign as U.S. attorney.
There has been defeat after defeat after defeat. Legally, I imagine in legal circles, there is reputational damage that is seemingly unrecoverable. They've repelled prosecutors who stayed on after Trump's inauguration. So were either MAGA adjacent or copacetic, or folks who had no problem with anything until they were asked to bring these clearly political prosecutions. Is there a line for Pam Bondi or Todd Blanche?
Carol Lenig
You know, it's interesting that you asked that question, Nicole, because I've been thinking a lot about and reporting a lot about the things that Todd Blanche and Pam Bondi are concerned about. They keep their concerns fairly private. Sometimes they're worried about things they'd rather not share with the president. And they have publicly denied that they have concerns about a few things. One was the recent pardon of.
Representative Henry Cuellar and his wife. Todd Blanche was in support of that case and believed very strongly that it should proceed. And so it, it was striking that the congressmember got a pardon and most of the people in the Department of Justice had no warning that that was coming. That is a case that is described by some lawyers as a lay down, meaning there was no way that Mr. Cuellar or his wife, forgive me, Congressman Cuellar, or his wife had a chance of winning at trial. That was the view of many of the lawyers who'd reviewed the evidence. So there are lines, there are lines in that Todd Blanche has privately expressed great concern about some of the mortgage fraud cases that have been pressed and pushed by Ed Martin, a former acting U.S. attorney who did not make it to remain in that job in D.C. and Blanche has again privately expressed concern about those cases being weak and being ultimately unflattering for the department, particularly with regard to Senator Adam Schiff, who has been under investigation for some time in the federal prosecutor's office in Maryland, but has not been charged at this point.
Nicole Wallace
I mean, Andrew, I guess I asked the question because.
Bill Barr, who doesn't ever deserve a parade or any accolades or praise for the job he did, he put his thumbs on the scale of justice in case of involving Donald Trump's allies. He repelled career prosecutors from the department. But his line was saying Donald Trump had won in 2020 when he really hadn't. And he now rather famously has laundered his reputation with his televised recorded testimony for the January 6 select committee, in which he called it bull bleep. And so even Bill Barr had a line. And I wonder what you think it's like for the men and women of the Department of Justice to work for someone who seemingly doesn't have a line when the likes of Danielle Sassoon leave and write letters explaining why they left and the lack of integrity at the highest levels of the department. People who go and sit with convicted child sex traffickers who engaged in child rapes, like Ghislaine Maxwell ahead of her being moved to a comfy spa. People who repel men like Eric Siebert, who was the prosecutor in the Eastern District of James. I mean, what is, what is it like for the men and women of the department to work for someone like Todd Blanche?
Andrew Weissman
Well, let's remember just going back to Bill Barr, his line, this is the Attorney General of the United States, the highest level law enforcement person in the federal system. His line was not giving absolution for an insurrection. So let's just make sure we understand his line was like, unbelievably low, you know, not engaging in a horrendous felony. But turning to the attorney current Attorney General and the deputy Attorney General, the thing I think that is useful to remember in evaluating this is they are both experienced prosecutors.
You may not think that they're, you know, the best people for the job, but they have, they have been prosecutors. Pam Bundy had had a career at the state level. Todd Blanche at the federal level in the Southern District of New York. So they know and they know better. And how do we know that? Because Eric Seibert, The Trump selected U.S. attorney who resigned rather than bring the Comey and or the Letitia James case was somebody they fought for. So we know that they understand what is happening. And yet, and yet, you know, when you are asked to do something you cannot stomach there, you have to be willing to resign rather than bless it. And to pretend that you're not doing that when you let this go forward in the Eastern District of Virginia or in any other place is a fiction. If you are the number one and the number two at the Department of Justice and this is going on and you privately know and understand that it is wrong and it is not a righteous prosecution, you need to not only privately, as Carol said, stand up and say, this is wrong. But you have to have the moral fiber to be willing to leave and say, I cannot be a part of this in the way that Bill Barr had a line also. So to me, that is the thing that I find so sort of deplorable here, which is that it's one thing to sort of voice your opinion privately, but not to take any action means that your views and your voice and your opposition can be overridden.
Nicole Wallace
Carol Lennigan, Andrew Weissman, thank you for helping us see behind what is a pretty opaque Department of Justice with all these threads today. We appreciate you. Ahead for us, the latest step taken to what one Democratic governor is calling the Trump administration's inhumane depravity. That's next.
Illinois Governor J.B. pritzker today took a major step in fighting back against one of the more disturbing things we've seen come out of the second Trump administration, an aggressive immigration enforcement campaign. The Chicago area faced a huge influx of ICE agents this fall, and DHS has launched similar operations in cities all around the country. While today Governor Pritzker signed into law a measure that restricts enforcement outside state courthouses, colleges and daycares and makes it easier to sue immigration agents. Democratic lawmakers from New York have just introduced similar legislation. Stay on top of that. Up next for us, that Gang of Eight briefing on the boat strikes has ended. We'll try and get a readout on what they learned, if anything, right after a quick break. Stay with us.
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Date: December 9, 2025
Host: Nicolle Wallace (MS NOW)
Guests: Miles Taylor, Shelby Holliday, Lt. Gen. Mark Hertling, Carol Leonnig, Andrew Weissman
Today's episode dives deeply into the Trump administration’s controversial and potentially illegal military strikes on suspected drug trafficking boats in the Caribbean, focusing on the second, deadly “double tap” strike that killed unarmed shipwreck survivors. The episode also investigates the ensuing congressional oversight, allegations of coverup, fallout within the Department of Defense, and implications for the rule of law. Later segments turn to the Trump Justice Department’s repeated efforts to indict New York AG Letitia James for mortgage fraud—a crime Trump himself is accused of—and reactions to new, restrictive immigration enforcement policies.
“The harrowing, frankly horrific nature of what's being described ... is one reason why the questions around what exactly the Trump administration is doing seem to be multiplying by the day.”
— Nicolle Wallace (01:50)
“He was frustrated that he heard [rules of engagement] so much in the first term. He saw it as a restriction. He doesn't want to abide by those rules this time.”
— Miles Taylor (06:19)
"He's not helping this case, he's hurting this case. And in the meantime, to me, very clearly is breaking the law."
— Miles Taylor (07:50)
"You don't treat prisoners the way they were treated at Abu Ghraib, the same way you don't treat those who were narco-terrorists ... give the description to an immediate death sentence."
— Gen. Mark Hertling (11:22)
“This is the kind of things that will take our allies and push them away from us... so we're losing more than just the argument on illegality.”
— Gen. Mark Hertling (13:32)
14:10 Wallace notes that even Senate Republicans (Josh Hawley, Lindsey Graham) now call for release of the second strike video, undermining the administration’s previous partisan firewall.
Shelby Holliday observes that the Pentagon has already released 22 strike videos; withholding this one, supposedly for “sources and methods” reasons, appears inconsistent and likely a pretext.
"It's a bit of a stretch... you can't release 22 videos and then not this other one."
— Shelby Holliday (14:42)
"If the Secretary is so proud of releasing, like you just said, 20 some odd videos of the strike, then he should be proud of releasing ... the second strike. Because there's no difference ..."
— Gen. Mark Hertling (17:28)
“When you have someone coming in with a carrier strike group and a bunch of special operators, you would think they would pay attention to some of his advice. Sometimes that doesn't happen.”
— Gen. Mark Hertling (27:17)
"It tells you that it's like ... A prosecution for enemies. But with respect to Paul Manafort and Donald Trump, it should all be absolved."
— Andrew Weissman (34:30)
“If you are the number one and the number two at the Department of Justice and this is going on and you privately know and understand that it is wrong and it is not a righteous prosecution, you need to not only privately, as Carol said, stand up and say, this is wrong. But you have to have the moral fiber to be willing to leave and say, I cannot be a part of this.”
— Andrew Weissman (42:23)
On the strike video:
“The harrowing, frankly horrific nature of what's being described ... is one reason why the questions ... seem to be multiplying by the day.”
— Nicole Wallace (01:50)
On Trump's disregard for the laws of war:
“He saw [rules of engagement] as a restriction. ... even if that means committing murder on the high seas.”
— Miles Taylor (06:19)
On operational logic:
"If you want to crack the cartels ... you need to roll up and arrest these guys ... [Trump]’s destroying the evidence ..."
— Miles Taylor (07:52)
On legality and moral loss:
"You don't treat prisoners the way they were treated at Abu Ghraib, the same way you don't treat those who were narco-terrorists ... give the description to an immediate death sentence."
— Gen. Mark Hertling (11:22)
On DOJ double standards:
"It tells you that it's like ... a prosecution for enemies. But with respect to Paul Manafort and Donald Trump, it should all be absolved."
— Andrew Weissman (34:30)
On DOJ leadership’s lack of principle:
"If you are the number one and two at DOJ ... and you privately know ... it is not a righteous prosecution, you need to ... leave and say, I cannot be a part of this."
— Andrew Weissman (42:23)
Summary by Section, Notable Quotes, and Timestamps prepared for listeners seeking a comprehensive, engaging, and clear understanding of the “Bad cop” episode of Deadline: White House.