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 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.

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.

Tommy and Ben discuss the growing calls for British Prime Minister Keir Starmer to resign over Labour’s ties to Jeffrey Epstein, and the comparative lack of political accountability here in the US. They also talk about new details surrounding the whistleblower complaint that was silenced by Director of National Intelligence Tulsi Gabbard, an overwhelming electoral victory for the nationalist party in Japan, a multibillion-dollar arms sale to Taiwan that could jeopardize Trump’s upcoming trip to China, and a penis enlargement scandal taking center stage at the Olympics. Then, Ben speaks to Nilo Tabrizy, an investigative reporter who was just laid off from The Washington Post about the mass cuts to the international desk, and what will be lost without the newspaper’s investment in foreign reporting.

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 break down the expanding web of corruption around President Trump — from a bombshell report revealing the UAE royal family’s stake in the Trump family crypto venture, to the global fallout from the release of the Epstein Files. They also dig into Director of National Intelligence Tulsi Gabbard’s role in “investigating” insane foreign election conspiracies, a mysterious, top-secret whistleblower complaint that Gabbard has kept from Congress, the impact of brutal winter conditions on the war in Ukraine, Egypt’s role in Sudan’s civil war, why Americans should care about a separatist movement in Alberta, Canada, and the last place you’d ever expect to find a World War I artillery shell. Then, Ben speaks with Ali Vaez of the International Crisis Group about what’s unfolding in Iran after the regime’s brutal crackdown.

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.