In the past few days, Donald Trump went from threatening to obliterate Iran's power plants to announcing a surprise diplomatic reprieve and declaring that the war has been won. This episode breaks down the whiplash: what actually happened, whether the talks are real, why an agreement between the US and Iran will be extraordinarily hard to reach, and why $580 million worth of energy trades just minutes before Trump's announcement reek of insider trading and corruption. Ben and Tommy also cover: the US allowing Iran to sell $14 billion worth of oil, Iran firing missiles at a joint US-UK military base, Israel's creeping occupation of southern Lebanon, signs that Trump is actually harming far-right parties in Europe, and how a workout app put a nuclear-powered aircraft carrier at risk. Then Tommy talks with Edward Fishman, the author of Chokepoints: American Power in the Age of Economic Warfare, about the ballooning economic cost of war with Iran and how it’s revealing America’s economic vulnerabilities.

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A MAGA civil war erupts over Trump’s war with Iran, JD Vance tries to distance himself, and Megyn Kelly accuses her former Fox News colleague of having a micropenis. Seriously!

On today’s show, Tommy and Ben cover the many ways Trump’s war with Iran is going off the rails. The death toll and economic costs keep increasing, America’s closest allies are refusing pleas to help reopen the Strait of Hormuz, and a resignation letter from a former top Trump administration official suggests that Trump lied when he claimed Iran posed an imminent threat to the United States. Then they dig into the conservative media battle over Iran, US support for Israel, and the future of MAGA; a New York Post report claiming the new Supreme Leader of Iran is gay, Trump’s imperialist fantasy about “taking Cuba” and the pathetic exit of Trump’s least diplomatic former diplomat, Ric Grenell. Finally, Ben speaks to Middle East analyst and author Kim Ghattas about Israel’s war against Lebanon and the displacement of over 1 million people in the country.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.

Preorder Ben’s book All We Say: The Battle for American Identity: A History in 15 Speeches and subscribe to his Substack here.

Tommy and Ben unpack the latest twists in Donald Trump’s chaotic regime-change war with Iran, which eleven days in is still plagued by shifting goals, contradictory messaging, and rising regional consequences. They break down the White House’s confusing claims of victory despite unresolved threats—from the hundreds of pounds of highly enriched uranium still loose inside Iran to signs that Tehran may be mining the Strait of Hormuz. The guys discuss the war’s mounting casualties, environmental devastation from Israeli strikes on Iranian fuel depots, and the dangerous escalation of attacks on desalination plants across the Gulf. They also dig into what we know about Iran’s new supreme leader, Mojtaba Khamenei, explain why sending troops into Iran to secure its nuclear materials—or seize the oil hub of Kharg Island—would be a massive and risky military mission, and why Democrats in Congress must refuse to authorize more funding for the war. Plus: Israel’s widening war in Lebanon, the U.S. military’s new role in Ecuador’s fight against drug cartels, and the election of a GenZ rapper-turned-politician in Nepal. Then Tommy speaks to Michael C. Horowitz, Senior Fellow for Tech & Innovation at the Council on Foreign Relations, about the Pentagon’s fight with Anthropic and how AI is being used by the military.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.

For Friends of the Pod the guys answer questions about whether assassination-as-foreign-policy is making a comeback, which US military interventions were actually successful in the post-WWII era, and, like…dude, what the fuck.

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Tommy and Ben discuss the ways in which the war in Iran seems to be spiraling out of control, from American service member deaths and devastating civilian casualties to Iranian drone strikes on embassies and the mounting global economic fallout. Meanwhile, the White House’s explanation for why the war started keeps getting more absurd. The guys unpack the claim that an impending Israeli strike somehow forced Trump’s hand, JD Vance’s reported push to “go big,” and the deep uncertainty around who might fill the leadership vacuum in Iran. Finally, they discuss the latest from Cuba and Lindsey Graham’s open call for regime change, and do a special deep dive on FBI Director Kash Patel’s extremely online girlfriend. Then, Ben speaks with Rep. Yassamin Ansari, who is Iranian-American, about the mixed emotions of the diaspora and what Congress can do about a war they weren’t consulted on.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.

Preorder Ben’s book All We Say: The Battle for American Identity: A History in 15 Speeches and subscribe to his Substack here.

Trump’s war with Iran is escalating fast and the consequences are spreading across the Middle East. Tommy and Ben break down the latest military operations, Iran’s decision to attack countries and sow chaos across the region, and the growing regional fallout as missiles and drones hit targets from Israel to the Gulf. Then they play clips from Trump and Defense Secretary Pete Hegseth’s chaotic press conference and unpack their lies and incoherence, shifting war aims, and refusal to rule out boots on the ground. They explain Iran’s strategy, the costly missile defense math, the risks of wider escalation — and what Democrats should be saying right now.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.

Tommy and Ben discuss the breaking news that Israel and America launched hundreds of joint strikes against Iran, throwing the region into chaos. They talk about reports that the Supreme Leader Ayatollah Khamenei is dead, Iran’s retaliation against Israel, US bases in the region and civilian targets in Gulf nations, how Democrats should respond, the international reaction, and the uncertainty that lies ahead.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.

Tommy and Ben discuss seemingly imminent American military strikes on Iran despite the absence of clear goals or military plan, the lack of concern for both the Iranian public and US troops who are caught in the middle of President Trump’s chaotic warmongering, and Tucker Carlson’s striking interview with Mike Huckabee where Carlson pins him down on Israeli border expansion and justification for war with Iran. They also talk about the Supreme Court’s ruling on tariffs and what it means for Trump’s foreign policy, why companies like Anthropic may be the only hope to control the military’s use of AI, a mass exodus of ISIS supporters from a detention camp in Syria, and FBI Director Kash Patel inserting himself into the US Men’s hockey team’s celebration at the Olympics. Then Tommy speaks to Ricardo Zúniga, founder of Dinámica Americas, about the significance of Mexican forces killing drug lord “El Mencho” and the resulting violence in the country.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.

Preorder Ben’s book All We Say: The Battle for American Identity: A History in 15 Speeches and subscribe to his Substack here.

Ben and guest co-host Ayman Mohyeldin break down the news out of the Munich Security Conference, including Marco Rubio’s condescending speech, why all eyes were on Representative Alexandria Ocasio-Cortez, the grim outlook for Ukraine, and Ben’s sense of the mood on the ground there. They also talk about Israel's slow-motion annexation of the West Bank, the lack of progress on Gaza, and Lindsay Graham’s enthusiasm for future wars fought with Israeli tech. Also covered: what Iran could look like if the current regime falls, and Trump’s responsibility for the dire humanitarian situation in Cuba. Finally, new clues on Kim Jong Un’s succession plan for North Korea and the extremely satisfying downfall of MAGA troll Richard Grenell. You can find Ayman hosting The Weekend: Primetime, which airs Saturdays and Sundays at 6pm ET on MS NOW.

Preorder Ben’s book All We Say: The Battle for American Identity: A History in 15 Speeches and subscribe to his Substack here.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.