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Is the Iran war turning into Trump’s Iraq?

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Iranian flags are seen amongst debris at Sharif University of Technology in Tehran, Iran, which was hit by US-Israeli strikes on April 7, 2026. | Majid Saeedi/Getty Images

How closely does President Donald Trump’s war in Iran compare with America’s last conflict in the Middle East? 

Both the Iran war and the 2003 US invasion of Iraq have paired conventional American military dominance with shifting, ambiguous objectives. And both feature an American president desperate to declare the mission accomplished. 

“I do have this kind of really empty, terrible feeling, kind of déjà vu,” Dexter Filkins, a staff writer at the New Yorker who was the former Baghdad correspondent for the New York Times, told Today, Explained co-host Noel King. 

Filkins talked to King about America’s quick conquest of Iraq in 2003, the chaos that followed, what the Iraq War did to the American psyche, and where the similarities between that war and Trump’s war in Iran end. 

Below is an excerpt of their conversation, edited for length and clarity. There’s much more in the full episode, so listen to Today, Explained wherever you get your podcasts, including Apple Podcasts, Pandora, and Spotify.

President Bush claimed to have won the conflict [in Iraq]; about six weeks in, he gets on an aircraft carrier, he’s got this banner behind him that says “mission accomplished.” What was the moment for you that it became clear that the mission had not been accomplished?

It was clear the moment that the US military entered Baghdad, and it’s April 9, 2003. The chaos and the looting and the bloodshed began immediately. By the end of the day, after the US military marches triumphantly into the capital; by nighttime, the capital is on fire. And there’s total anarchy. 

When President Bush flew on the aircraft carrier and said, “mission accomplished,” it was absurd then. But then of course it became a cruel joke because the anarchy that we witnessed in the capital that day just spread far and wide across the country and engulfed the country and stayed that way for a very long time.

What allowed it to keep going? The anarchy starts in Baghdad and then it spreads. And there’s a world in which the US is there. We’ve got good troops, we’ve got good weapons, and so we just win. But that’s not what happened.

The important thing to consider is that it’s not enough. It’s never enough. And you could say that about the Iran war. 

The US military is really good at what they do, and what they do is destroy their enemies. But that is not enough necessarily to make a just and lasting peace that will endure and that will, say, allow the United States to leave. 

“The important thing to consider is that it’s not enough. It’s never enough. And you could say that about the Iran war.”

The United States had plenty of firepower, but it wasn’t enough to hold the country together. This was a very traumatized country that had been torn apart in many different ways, including by its own government, for many, many years. And so all these things kind of spilled out in front of us. 

The overwhelming fact was that the United States military, after it destroyed the government, was unable to keep order. And until you can have order, you can’t build anything that will last. And it took many, many years for the United States to figure out a way to make that happen.

By the time we pulled out of Iraq in 2011, how had the region changed? What did that war do to the Middle East?

The Iraq War was like a magnet for every lunatic — and I mean it, every lunatic — not just in the Middle East, but across the world. It was drawing people, particularly from across the Islamic world, into the country to fight the Americans. And so it became this kind of self-sustaining firestorm. 

You could hear, you could see the propaganda, you could hear it on loudspeakers: Come to the fight, come and fight the Americans. And so we got ourselves into this kind of terrible situation where we saw ourselves as the saviors. But many people across the region saw us as invaders and as occupiers.

I wonder if you can reflect on what you think the Iraq War did to Americans. Because I remember the torture memos, I remember Abu Ghraib…I just remember — and again, I was young, but I remember these things where it was like, Oh shit, this is who we are now.

I would say it’s a bit of a sad ledger because I think when the Americans went in and couldn’t find any weapons of mass destruction, didn’t find any nuclear weapons, people felt like they’d been lied to, that the government wanted this war, that they wanted to go to war no matter what and they made up this intelligence to go in. 

Whether that’s true or not, I think there was a huge sense that people felt betrayed. We kind of lost our bearings, lost our way. I think, correctly, there was a feeling like, Oh my God, we embarked on this gigantic ambitious, bloody, expensive venture, and what did we get out of this? And I think the first and foremost, for a lot of people, it was a lot of pain that we got out of it.

As you’ve told the story of the war in Iraq, I am definitely hearing parallels to the war in Iran. What do you make of the comparisons? What is appropriate and what is going too far at this moment?

I’d say any war is horrible and terrible things inevitably happen. For instance, in the Iran war, it’s pretty clear that the United States bombed a school for children and killed 150 kids or so. That kind of thing happens, and it’s not to excuse it in any way — those things are kind of terrible across the board. 

But I would say there’s a sense that I have, having lived through, and seen up close, the Iraq War — that the government once again is having a hard time speaking clearly about its goals and its justifications for being there. 

That’s disturbing because we live in a democracy and the government should only be able to do what it is sanctioned to do by its people. President Trump has given out so many different justifications as to why we’re there. And so in that sense, I do have this kind of really empty, terrible feeling, kind of déjà vu.

One of the takeaways we hear is that America never learns its lesson. America is going back into the Middle East. America’s going to fight another stupid, forever war. 

You clearly have a more nuanced perspective on this, and you were in the region, and that counts for a lot. What is the big lesson here for you after the last 25 years of US interference in the Middle East?

I think maybe that there isn’t a big lesson, but in the case of Iran, in the Iran war, I’ll tell you how I feel about it. I don’t like the way the war started. I’m very disturbed by it, but we’re in it and it’s too late to turn back now. 

I think the best that we can hope for and that we should hope for is that we can get to a satisfactory resolution. At a minimum, I think that means for the Strait to be open so that the world economy doesn’t tumble into recession. My main hope is that we can somehow extricate ourselves from this war in a way that doesn’t leave the region in even greater chaos than what we have now.

Ria.city






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