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Lost Debate

What if the Iran War Never Ends?

Lost Debate

The Branch

News, Society & Culture, Politics

4.6607 Ratings

🗓️ 6 May 2026

⏱️ 43 minutes

🧾️ Download transcript

Summary

What if the Iran war never really ends—but instead settles into a dangerous, permanent limbo? In this episode, Ravi Gupta sits down with former Deputy National Security Advisor Jon Finer to unpack the confusing reality behind Trump’s Iran strategy, the collapse of diplomacy, and why the world may now be worse off than before the war began. Together, they revisit the Obama-era JCPOA nuclear deal, debate whether any future agreement is still possible, and explore how America’s shifting foreign policy has damaged trust with allies and adversaries alike. It’s a sobering conversation about war, power, diplomacy—and what happens when no one can clearly define what “winning” even means anymore. Jon’s podcast: The Long Game with Jake Sullivan and Jon Finer ____________ Leave us a voicemail with your thoughts on the show! 201-305-0084⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow Ravi at @RaviMGupta Notes from this episode are also available on Substack: ⁠⁠https://thelostdebate.substack.com/⁠⁠ Read more from Ravi on Substack: ⁠⁠https://realravigupta.substack.com⁠⁠  Follow The Branch at @thebranchmedia Listen to more episodes of Lost Debate on Apple: https://podcasts.apple.com/us/podcast/the-lost-debate/id1591300785 Listen to more episodes of Lost Debate on Spotify: ⁠⁠https://open.spotify.com/show/7xR9pch9DrQDiZfGB5oF0F⁠⁠ Listen to Where the Schools Went: ⁠⁠https://thebranchmedia.org/show/where-the-schools-went/⁠⁠

Transcript

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0:00.0

Welcome to The Lost Debate Show for Political Ecclectics. I'm Ravi Gupta. And today we talk to John Feiner, who was a veteran of the Biden and Obama administration national security teams. He was the deputy national security advisor to Joe Biden. He worked at the State Department under President Obama, including running the

0:22.3

very influential Office of Policy Planning at the State Department. He was also the chief of staff

0:26.6

to the Secretary of State, John Kerry. Before working in national security, he and I were

0:31.5

law school classmates, but even before that, he was a reporter for the Washington Post where he

0:36.4

was a foreign correspondent and reported

0:38.5

for more than 20 countries and spent 18 months covering the war in Iraq. He was embedded with

0:44.0

the Marines during the 2003 invasion and was later based in Baghdad. He's also covered Gaza, Russia,

0:50.3

Georgia, Israel, Lebanon. And he's very knowledgeable and super nice guy. And what I had him on to

0:57.8

do today was to walk us through the relationship between the deal that Obama struck with Iran

1:06.1

and where we are today and potentially what are the best and worst outcomes for Trump.

1:10.9

And so that's what we do today. And what I love about this episode is in the past three episodes,

1:15.4

we have the gamut of different types of guests we can have on the lost debate. So last week,

1:22.0

we had a Trump administration official from Trump one. Then we had a, you know, independent,

1:30.1

business-minded person earlier this week in Bradley Tusk. And now we have a former member of the Biden and Obama White Houses. So that is

1:36.6

the kind of political diversity that we're always aiming to have here. So I think you're going to

1:41.0

enjoy this interview. If you haven't yet, now is a good time to go out there and just drop a rating,

1:47.3

those five stars, talk about what you love about the podcasts.

1:50.6

I really appreciate it when you do.

1:52.7

But without further ado, let's jump into my interview with John Finer.

1:59.6

John, welcome to the podcast. Great to be here. Good to see you. Well, you know, you and I go back to the podcast.

2:01.2

Great to be here. Good to see you.

2:03.0

Well, you know, you and I go back to the days of law school.

...

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