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John Dickerson
Foreign.
Tim Miller
Hello and welcome to the Bulwark Podcast. I'm your host, Tim Miller. We have one Monday without Bill Kristol because, well, I could not turn down this beautiful setting. For those of you on YouTube, we're at the Aspen Ideas Festival. So I searched for a suitable replacement among the global elite, the thought leaders, the Illuminati. We needed someone wise and wry. And among all of the notables here, the only choice is, of course, the former host of CBS Nightly News and the politics Podfather himself, John Dickerson. And I hear you have a substack.
John Dickerson
Oh, I do. I have a substack. Like everyone, like all humans now must have a substack. I think you're born with them. I have one.
Tim Miller
That is nice. It's good to see you.
John Dickerson
It's great to see you, Tim.
Tim Miller
This is nice doing this in Aspen.
John Dickerson
Yeah. I mean, what's. I don't know if you were here last night, but what's gorgeous about the clear sky is that it's a clear sky because there are fires over in Utah that at the end of the day, everything looks, you know, is totally hazed.
Tim Miller
Yeah, when we got in yesterday morning, it was a little spooky. Yeah, yeah.
John Dickerson
Blood red sun. It's a little ominous.
Tim Miller
All right, we got a bunch to get to. We'll do a little media talk at the end. Is there any media news that you think you might be worth about?
John Dickerson
There is huge mountainous media news. I am in the flatlands of my ability to weigh in on it, but I'll enjoy ducking your questions.
Tim Miller
Well, I don't know about that. We'll see we can. My questions might be more fun than you think. Let's talk about Iran first. I had to write this down because since Friday's podcast, here's what happened. Can I run you through the events? Iran launched a drone offensive on ships in the strait. They were mad that Oman had opened an alternate lane for ships. They said that that other route violates the mou. The US retaliated, we bombed Iran again. Iran then hit back against eight US military targets in Kuwait and Bahrain. Those were countries that you might remember were on Marco's all as well trip just last week. We retaliate again. Then Trump threatens Iran with annihilation again. Iran then says, now we're gonna go ahead and get a nuke then. And then our friend at Axios, Barack Ravid, reports. Well, we've actually now agreed to stop escalating right before the markets open. And we plan to meet again this week. Talks Tuesday in Doha. Per the New York Times, Iran has not yet confirmed they're sending reps. So we'll see. So that's the state of affairs on our ceasefire.
John Dickerson
Yeah, it feels like this is the state of affairs every Friday, weekend and Monday the weekend war. One of the substack things I do is a compilation of the week's news and every Friday I end it and I think, oh, there's a breakthrough at the end of Friday. The President was often saying we're ready to sign a deal. I think I haven't really accounted for that but then it washes away by the time you get to Monday. So this feels like a similar thing. I mean the fact is that all of the issues, the key issues are so up in the air they can't even get to the other issues that are up in the air. And that shipping lane, if you look at the number of ships that are still able to get through, it's tiny compared to the 130 a day that we're going through. I think it's over a couple of days they had 78 and they've got to go through that narrow non mined lane. So this even in the best of terms and we should talk about what that even looks like, this is just super slow going a half a foot forward, two steps back.
Tim Miller
And the two things that just stand out on this, which you will note are not, were not. Neither of these things were part of the reason why we went into the war. As particular holdups here as Lebanon was an item number one of the MoU mentioned Lebanon three times. So I think Iran was pretty clear about what, what was important to them. So that makes things challenging when that's out of our hands. And then when it comes to the strait, you know, it seems that there is like maybe an intentional miscommunication, I don't know, but a miscommunication about like what an open strait is. Right. And I think that it seems like Trump is at least pretending like or acting like an open straight means ships can just go through and Iran means no, an open straigh means that you get our approval, you send in a TPS report, we let you know if you can come through. And that's open.
John Dickerson
Right. And that's a precursor to Iran saying after 60 days in the MoU is over, we're going to hold, we're going to have tolls, we're going to charge people to go through this, which is a new arrangement. Pre war this didn't exist. And so all this conversation about the strait. Either what's going on now or what will happen after the MoU is over is all leverage points that Iran gained by the war. And so as we measure, was this worth it? Which is a question we should always be asking about. Everything that happens, everything that's being debated didn't exist as a point of leverage or complexity beforehand. So it's a new thing that's been created. Leaving aside all the other thorny issues, Lebanon's another one that was not originally a leverage point, but now is is a part of these negotiations on Iran's side.
Tim Miller
J.D. the vice president has been appointment on this lately, and I like this little fact that I read during negotiations in Switzerland last week. One of the things that Vance thought was important that they agreed to is that there's a hotline between the US military and Iran because we haven't been able to get a hold of them. They keep saying, like, oh, the Iranians are in caves and so we don't know. And then like Tasnim or whatever, they'll put out information on state news. It's like it seems like they, you know, we can get to them, but they keep acting like it's hard to get a hold of them. So we're supposed to have a hotline. Then Iran starts bombing on Friday or starts droning the strait again on Friday, and JD like, sends out a tweet that's like, I wish they would have called me. And they should have just called. And as of, I guess, Saturday, I don't know know if they've, if the hotline's become operational since then, but we still didn't have a hotline.
John Dickerson
It feels like the hotline is like when people are in salary negotiations with a job and they can't give them more money, so they give them a title. It felt like the hotline was the thing they could name as a piece of progress when there was no actual progress. On the other hand, it has been reported throughout these negotiations that one of the challenges for the U.S. negotiators, for J.D. vance and others, is like, who's in charge? Remember that first round of meetings? The Pakistanis spent more of their time trying to adjudicate the arguments among the Iranians, let alone then between the Americans, the Iranians. And so getting a person on the other end of the line would be nice because it would mean there was one person on the other end of the line. On the other hand, the idea of a hotline is, is the reason I'm being a little bit glib. About it is because this war has taken place by social media, essentially each side acting and then threatening in public for a variety of their different reasons. So a hotline is like it's a little late because it's all happening in real time on social media.
Tim Miller
So do you have, you're here for your wisdom. Do you have any wisdom about where things go?
John Dickerson
Well, I don't, no, I have no wisdom about where they go. But I do have what I hope is wisdom about what we should always keep in mind was the war worth it? And I think there are three things. Three ways you measure that. Was it worth tearing up? The Obama era jcpoa, which was negotiated by several countries, had a series of constraints on Iran, which President Trump tore up and thinks he's going to get a better deal. Let's talk about just one little thing, inspections. When JCPOA came out, Senator Tom Cotton and others said the inspection regime is too puny. It's, it's, it has to be inspections anytime anywhere. JD Vance just announced before things fell apart that the Iranians were going to have inspections. Again, they were not anywhere anytime inspections. So if you measure the inspections that they might get out of this deal against what was the previous standard, this war has not been worth it. So you measure the war against the jcpoa, you measure it against where things were before the bombing started because there were negotiations. The strait of hormones was not a leverage point. And then you measured against what President Trump said this war was about. So keeping those three things in mind, every time there's a development, like the hotline. Great. Okay, hotline's a development. But if you measure that against all the previous situations, like a hotline's a meaningless development. Yes. So I just think you want to keep those three in mind because the problem is when there are some of these agreements, like to reopen the Strait of Hormuz, it's treated by the White House as a great development. Okay. In the, in, without thinking about the context, maybe it's a great development, but the context is it wasn't a point of contention before the war. It was open already. So just keeping those three things in mind every time there's development I think
Tim Miller
is, I mean, given those three things, I don't see any path back to something that looks even remotely like success. Like, honestly I. Even if you think about what a best case outcome from here could be like, it's hard to see how it would be any better than the pre war status quo or the jcpoa.
John Dickerson
I think that's I think that's right. And by the way, if you're really doing the math, you've got to then calculate all that was expended, not just the loss of lives, the damage to the international economy, all those missiles that you can't replace very easily. So that's another thing worth keeping in mind because there's nothing more, there's really nothing more important for a president than the decision to go to war. And so this isn't some decision about a reflecting pool. This is like at the center of the presidency. The only thing that would be worse in terms of a president using or misusing their power would be if they encouraged some sort of kind of an attack on the free and fair elections that are a part of the American Constitution.
Tim Miller
Back to JD Last week he was at the Nixon foundation or something libraries. And this was not an off the cuff comment. It was a prepared comment. He planned to go to, to this event and announce that he thinks that Richard Nixon's having a renaissance. Actually, actually, it says actually a couple times and that if Watergate happened today, It'd be a 12 hour story. I did say on Friday's show I said that that was not true that Nixon's having a renaissance. That I follow a lot of, you know, political. I'm a political watcher. I haven't seen any of this. My colleague Will Sommer did correct me that there is like a niche subculture on right wing TikTok where they do n edits to Charlie XCX songs. So it's a brave new world out there. So there's like maybe a small renaissance happening there.
Episode: John Dickerson: When the Media Helps Rewrite Reality
Date: June 29, 2026
Host: Tim Miller
Guest: John Dickerson
This episode of The Bulwark Podcast features host Tim Miller in conversation with seasoned journalist John Dickerson, set against the backdrop of the Aspen Ideas Festival. The central theme revolves around the current Iran crisis, reflections on the cyclical nature of geopolitical negotiations, and a critical look at how the media and political figures can shape and sometimes distort public reality. The discussion also touches on recent remarks from Vice President JD Vance and the broader implications of presidential decisions about war.
The 'Worth It?' Framework (06:30–08:12)
Best-Case Scenario: Worse Than Before (08:12–08:27)
Presidential Responsibility (08:27–09:03)
On the repetitive, performative nature of negotiations:
"This war has taken place by social media, essentially each side acting and then threatening in public for a variety of their different reasons."
— John Dickerson (05:14)
On superficial diplomatic ‘achievements’:
"A hotline is the thing they could name as a piece of progress when there was no actual progress."
— John Dickerson (05:29)
On presidential stakes in war:
"There’s really nothing more important for a president than the decision to go to war... The only thing that would be worse ... would be if they encouraged some sort of attack on the free and fair elections that are a part of the American Constitution."
— John Dickerson (08:27, 08:54)
On the futility of current diplomacy:
"I don't see any path back to something that looks even remotely like success."
— Tim Miller (08:12)
This summary captures the flow, language, and incisive skepticism of the episode, focusing on the real-world stakes behind political narratives and diplomatic headlines.