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The Bulwark Podcast

Bill Kristol: Trump Is All-In on Authoritarianism

01 Jun 2026

Transcription

Transcript generated automatically by AI and may contain errors.

Chapter 1: What is the main topic discussed in this episode?

12.805 - 30.986 Tim Miller

Hello and welcome to the Bulwark Podcast. I'm your host, Tim Miller. It is Monday. I'd like to welcome back to the show. It's the editor-at-large of this year's Bulwark, Bill Kristol. Hey, Bill. Hey, Tim. How are you? I'm doing pretty good. It's Pride Month. Can I tell you probably a wrong thought, a wrong opinion that I'm allowed to have, but you're probably not? Sure.

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Chapter 2: What recent developments occurred in the Iran deal negotiations?

31.006 - 36.313 Tim Miller

Can we just do that? It's June 1. It's Pride Month. Is it okay if I listen to it? Yeah, sure. I think it's a little overkill.

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36.333 - 37.995 Bill Kristol

I won't be canceled just for listening to a wrong opinion.

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38.576 - 59.221 Tim Miller

Yeah, no. I don't think you'll be canceled for listening. I do think it's a little overkill at this point. You know, I think the gays, like we had this big transitional moment. I think that the spirit, I love going to a pride parade. The spirit of pride is still important. And, you know, you've got to safeguard the rights that we've secured, of course. And it's good to celebrate.

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60.263 - 79.765 Tim Miller

Forcing the streets to like have to deal with a rainbow explosion every time they go into the store for a whole month. You know, at this point, I feel like we could just dial it back a little bit. Like just the parade itself, I do think is sufficient. That's just one man's opinion. So you can just, you can just, yeah, solemnly nod.

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79.785 - 93.522 Bill Kristol

I don't honestly see, I guess the stories here in McLean, Virginia are not like wildly festooned with, I don't know, obviously gay pride things. So it's not a problem.

93.502 - 110.97 Tim Miller

really come to the forefront of my mind woke bill crystal outflanking me on gay pride month i like that that's perfect um let's start with the war in iran i did get a kick bill maher's had a lot of misses lately but um he did have a little bit where he said he's not going to talk about the iran war updates because people are going to think it's a rerun

111.44 - 130.886 Tim Miller

I am starting to feel a little bit that way about the podcast, but there were some things that happened over the weekend I do want to highlight. On, I guess it was Saturday, Friday, Axios, which keeps reporting their deals right around the corner, reported some sources for the Trump administration saying essentially there's a deal on Trump's desk. Trump was just waiting to sign it.

131.406 - 149.205 Tim Miller

And then there were some provisions of that deal that Trump wanted to be tougher. And so they were going to send it back to the mullahs in Iran. But that would take them like three days to get back to them. It's hard to even communicate with them because they live in caves and such. And so, you know, maybe we'd have a deal like more like next week, which is now this week.

149.645 - 171.128 Tim Miller

So that was the pitch kind of going into the weekend right there, like the two yard line. That's like it's almost there. It's just we got to wait for these. prehistoric monsters to get back to us from their caves. Since then, the Iranians rejected Trump's counterproposal within like two hours. So the cave Wi-Fi must be better than they thought. And then active fire started last night.

Chapter 3: How does Trump’s social media behavior reflect authoritarian tendencies?

203.373 - 206.618 Tim Miller

And it doesn't, to me, seem like a deal is very imminent.

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206.598 - 217.194 Bill Kristol

I mean, I think one question has always been how much leverage does Iran think it has and how much pressure do they feel to have a deal, which maybe gives Trump a little bit of face saving, you know, fig leaves.

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217.234 - 235.745 Bill Kristol

And how much do they just don't think they have much pressure to have a deal or want to really make clear that they retain leverage on the Straits and retain no and make no commitments on the nuclear issue and get some money up front or whatever. And a lot of it and so forth. So, yeah, I've been slightly on the side that they probably at the end of the day want to get to a deal.

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235.785 - 246.645 Bill Kristol

And Trump certainly wants to get to a deal. So they'll get to a deal. But I also think at some point, it's like you're on the two yard line forever. At some point, you think maybe they're not going to get into the end zone. And maybe, you know, the war could begin again. It's not out of the question, right?

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246.929 - 264.053 Tim Miller

Yeah, and part of the case for eventually reaching a deal is that it doesn't really seem like either side wants the war to begin again, right? And Trump wants out badly, but they both want these face-saving negotiations. I kind of figured that eventually, at some point, there would be basically two deals.

264.434 - 285.845 Tim Miller

The Iranians would say they got one thing, and we'd say we got the other thing, and Trump would try to just flood the zone with BS and kind of move forward to try to cover up his humiliating defeat. And maybe that's still how things end. But it's certainly further away than the Trump folks want people to think as they try to calm the markets.

286.246 - 297.743 Tim Miller

And, you know, on the markets, I guess the only thing that they've had any success with really with the war is jawboning the markets a bit. And, you know, there's an Exxon executive over the weekend that said,

297.723 - 314.728 Tim Miller

you know, basically that the oil reserves, if you like look throughout the world and all the countries throughout the world are, it's like unprecedented how low like the strategic reserves are. I was looking at a chart yesterday about like the Japan, you know, petroleum reserves, and it's just like a straight line down.

314.748 - 335.196 Tim Miller

It was kind of like an elephant trunk, you know, after being, you know, pretty steady over the course of the last few decades. And so this exec said, he thinks that, you know, it's hard to predict a date exactly, but two, three weeks, you know, We can see the oil prices jump to like 150, like way higher than they've been. That's just one person's opinion, but we'll see.

Chapter 4: What are the implications of Trump’s midnight posts targeting judges?

412.945 - 433.063 Bill Kristol

I've sort of assumed Iran would accept the deal now, intending to sort of monkey with it and semi-violate it and torque it three, six, nine, 12 months from now. You know, it's like the U.S., if you want an analogy of us and North Vietnam, you know, eventually they broke the deal and we were out of there. We weren't going to go back in and they ended up conquering Iran.

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433.043 - 440.311 Bill Kristol

And I've kind of, they could say free passage and leave it sort of murky about exactly, no tolls. No, of course, no tolls.

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440.331 - 441.433 Tim Miller

The environmental fees.

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441.453 - 459.314 Bill Kristol

Yeah, the fees. And maybe it's in the free passage. They'll, six months from now, there's kind of a problem with that free passage. They need to, you know, I mean, they'll be there. So they have that huge advantage, I think. And I've assumed that they would just decide to make sure we get out of there and we're not going to go back in for some way. And maybe one bombing raid, but nothing serious.

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459.414 - 468.008 Bill Kristol

Anyway, I still think it's all jockeying and, But the degree to which Trump, I don't know, is he even right? Does it matter? I mean, he's taken the hit on the war.

468.068 - 485.883 Bill Kristol

Are people going to be fooled if he looks tougher for an extra week or they get some sentence on a piece of paper on an MOU, a Memorandum of Understanding, in which Iran really pledges a slightly stronger version of addressing the nuclear issue or... Keeping the straight open?

485.943 - 501.834 Tim Miller

I think it's psychological. And it's psychological. It's part of his dick measuring contest with Obama, which he's always going to lose. But I think that it's that. He feels like he needs something good. And he has people around him. The people around him that wanted to do this are still talking to him. He posted yesterday about how Mark Levin's show was good. We were here before.

501.974 - 516.723 Tim Miller

Mark Thiessen is still talking to him. Rubio. People sometimes don't like to throw Rubio in, but this is Rubio's war as much as anybody's like Rubio was pushing for this. So I think that those I think that there are people in his ear that are like, well, you know, you got to be tough. You can't back out.

516.743 - 522.214 Tim Miller

And this is to his he's in this bleat last night after midnight president posting after midnight.

Chapter 5: How does Bill Kristol view the current political landscape regarding Trump?

582.873 - 598.778 Bill Kristol

It could be a little better if he only goes this extra step. But even so, it's been basically a victory. I mean, I was a strong supporter of the Iraq war, but I don't think I was deluded by that it was going well. I know it wasn't because I was screaming and yelling about how Rumsfeld should be fired and we should send in more troops and go to the Petraeus counter-insurgency strategy.

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599.058 - 615.516 Bill Kristol

Not everyone was with me in the weekly standard on that, but even the people who were defending Rumsfeld and stuff, well, there was a certain amount, I guess, of lying and self-delusion. But I feel like here, the degree to which people who went in with Trump on this just can't accept the fact that maybe they should just cut their losses and get out is

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615.496 - 618.722 Bill Kristol

It's probably delaying Trump cutting his losses and getting out, right? Do you think?

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619.142 - 637.555 Tim Miller

I think so. Yeah, that's what I'm saying. I think that like he wants the attaboys and he wants those hawks to be able to say, hey, this was better than Obama's deal. And he cares about that. We're living in a psychological drama with somebody who has deep psychological problems. And so that's great. Great work reelecting him again.

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637.535 - 656.689 Tim Miller

One other foreign policy thing briefly, just because I thought it was noteworthy. Zelensky put out a long statement over the weekend about how he wants to have, speaking of deals, a deal with the U.S. related to the Ukrainian drone technology. and a cooperation agreement related to that.

657.07 - 672.872 Tim Miller

They've signed those with several of the Gulf states and some other countries because of all the advancements Ukraine's had in drone technology, having to defend themselves from Russia. The U.S. has been slow rolling that. It's unclear exactly why. Phillips O'Brien posted this. The U.S.

672.892 - 686.113 Tim Miller

is putting its own troops in danger by not working as closely as possible with the Ukrainians on drone development, doing it to stay close to Putin. Trump is showing once again how little he cares about U.S. soldiers. We'll see kind of how that shakes out.

686.133 - 696.533 Tim Miller

But it is like it's pretty interesting kind of side development that now that it's like the Ukrainians who have lapped us and other countries in this very important situation.

696.513 - 714.15 Tim Miller

You know, kind of technology of the way that the wars are going, you know, because of Trump's kind of stupid positioning, whatever, whether you want to call it pro Putin or neutral or, you know, however you want to describe his positioning in the in the Russian Ukraine war, we may be cutting off our nose despite our face a bit.

Chapter 6: What are the potential risks of election meddling in the upcoming midterms?

801.959 - 820.711 Tim Miller

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821.031 - 842.556 Tim Miller

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842.596 - 867.341 Tim Miller

That's bulwark to 64,000 messages and data rates may apply. See terms for details. Yesterday on your Sunday live that you're doing on Substack and YouTube, you talked to Nathaniel Zielinski about specifically the case regarding the Kennedy Center and getting Trump's name off of the John F. Kennedy Memorial and also the question of whether the Kennedy Center should be closed for renovations.

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867.902 - 876.876 Tim Miller

He's the lawyer on that case, so he's interesting on that case, but also there's some broader lessons. Just wondering if you wanted to give us a little shorthand of what your takeaways were.

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877.43 - 895.752 Bill Kristol

Yeah, Friday had two different judges also halting the slush fund for now. Sort of different K-1 Florida, one of these different litigants, different cases. One takeaway I think is the courts can slow things down, maybe reverse them. And a lot of these district judges, I mean, Judge Cooper here is a very well-respected district judge, the Kennedy Center judge.

895.852 - 911.055 Bill Kristol

His opinion is in the ID plus pages and very careful. And he's just totally exasperated by the kinds of arguments Justice Department lawyers are making. It does seem like there's more of that going around among district court judges. Appellate court, Supreme Court, we'll see how much some of this stuff will get overturned.

911.075 - 924.818 Bill Kristol

But I think the courts are proving to be a little more of a guardrail than perhaps what expected. You know, on some of these substantive policy issues, which are so important, they, yes, tough for us to intervene against the president, but they did on terrorists and they will do on birthright citizenship.

924.798 - 940.355 Bill Kristol

but it's funny on the less quote important things, putting your name on the Kennedy center or, you know, in a way these, uh, the ballroom in a funny way, it's easier for them to just say, well, look, this is pretty straightforward law where there are processes that have to be followed and you're not following them. Right.

940.375 - 955.9 Bill Kristol

And a funny way, this fits more in the, maybe it's a little more in the judge's wheelhouses than, than a kind of taking on a massive economic thing, like, you know, uh, terrorists that they did terrorists. But anyway, no, I do think it's encouraging. And, um, And Trump was very unhappy about that Kennedy Center.

Chapter 7: What role does Susan Collins play in the current political climate?

1050.567 - 1074.549 Tim Miller

He then finishes with a lengthy attack on the judge's wife, Amy Jeffress, who's a lawyer who's been working with pro-democracy groups and folks that we know. So, I mean, the combination of going after the judge himself, you know, that is very unusual and not the type of behavior we expected from a president. Bullying a judge's wife? Over her work, that is very authoritarian in nature.

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1075.07 - 1092.555 Tim Miller

The Kim Jong-un-esque renaming of the thing after himself and then saying he didn't really do it, but it was all these distinguished people that felt it was absolutely necessary that he be put on there. I mean, it all is extremely fascistic and outside of the American tradition and concerning.

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1092.535 - 1110.443 Bill Kristol

It's crazy. And I mean, as you say, all the posts have become so unhinged. And this one has all those elements that you mentioned. This distinguished board consists literally of his chief of staff and a whole bunch of Trump administration. They're all appointed by him and half of them seem to work for him. So it's ludicrous, of course. And the place has...

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1110.423 - 1132.566 Bill Kristol

could use some renovations and it has been getting renovated the opera moved about 10 years ago we had to go to the opera elsewhere in dc for years they renovated the opera house and it's not like they're letting the place fall down it's it's a perfectly nice place to go to concerts a lot of people go a lot of people went until trump took it over and started to ruin it you know a year ago so what struck me most about the post is the very end he has a sentence where he says something like

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1132.546 - 1150.909 Bill Kristol

our court system is rigged and the political system is rigged and it's all terrible, but I will fight. And I'm this typical Trump rhetoric and all that. He's used the rigged verb for what, over 10 years. Didn't he say it in 2015, 2016, that Hillary is going to be rigged. The election is going to be rigged against him by Hillary and all this.

1150.889 - 1162.907 Bill Kristol

But I feel like sitting president of the United States, who has already tried to overturn one election result in 2020, saying that both the court system is rigged and the political system is rigged, that's not good.

1163.208 - 1178.01 Bill Kristol

For me, reading that thing kind of brought back and then reading some of the other news or what they're trying to do about voting lists with the Justice Department and all the other stuff. And he controls the executive branch. And this time, unlike 2020, they're all loyalists and they're down to loyalists down to three, four or five levels.

1177.99 - 1195.945 Bill Kristol

I've been a little too putting in the back of my mind the concerns about 2026 and 2028. And I'm now getting those back to the front of my mind because... His numbers are horrible. He's all in on the authoritarianism. He's all in on the kleptocracy. Can they really afford to lose? They can afford to lose Congress, probably.

1196.005 - 1215.591 Bill Kristol

But can they really afford to lose in 2028 and have the next administration turn over the rocks? Can they even afford to have a non-super loyalist Republican theoretically take over? So the degree to which we are in a Kim Jong-un, he only trusts his family and he doesn't want to have real elections situation is alarming.

Chapter 8: How does the Epstein cover-up relate to current political dynamics?

1286.428 - 1288.33 Tim Miller

Well, the purple states, that's the other good thing.

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1288.51 - 1290.011 Bill Kristol

Most of the purple states have good.

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1290.632 - 1299.379 Tim Miller

Whitmer in Michigan and all the way down and Shapiro in Pennsylvania and down and Wisconsin. A lot of these states.

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1299.399 - 1306.085 Bill Kristol

Georgia's Republicans will go Trumpy, but I guess the current ones will still be in power in November. So, yeah, no, I think that's an important point.

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1306.105 - 1306.926 Tim Miller

Katie Hobbs in Arizona.

1307.246 - 1321.974 Bill Kristol

The scary thing would be the red states. red state governors cooperating with Trump's Justice Department, you could have real voter suppression in Democratic areas are red states. And there are a lot of them. It's not like there are no Democratic members of Congress from Texas or from, you know, other states.

1322.354 - 1340.162 Tim Miller

I know. A red state Senate race is... I've always said the things that I'm the most worried about is, you know, if the Senate ends up hinging on Iowa, let's say. Texas. That's alarming. Or Texas. Or Florida. Right? Or Alaska, even. You know, so those are all red areas. And that's the main area of concern. Plus...

1340.817 - 1353.892 Tim Miller

You know, the delay, California's self-owned on the fact that it takes them a month to vote. I mean, like if we do it, God, the worst case scenario is you end up in a place where the House hinges on like waiting a month for California to count their mail-in ballots.

1354.573 - 1363.804 Tim Miller

And, you know, I think obviously the elected officials in California end up doing the right thing, but they just create such a long period of troublemaking. That's another area that I'm concerned about.

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