President Trump demolishes the White House’s East Wing to make room for his ostentatious 90,000 square foot ballroom. Jon, Dan, and Alex Wagner — host of Crooked Media’s newest podcast “Runaway Country” — react to the the demolition and the latest news, including Trump’s demand that the Justice Department pay him $230 million in taxpayer money, his pardon of a crypto CEO convicted of failing to report terrorist organizations who used his platform to launder money, and the latest from 2025’s most important elections in New York, New Jersey, and Virginia. Then, Tommy is joined by the Pipeline Fund’s Denise Feriozzi to talk about building a deeper Democratic bench and why it’s so important for people to run for local office.

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.

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After millions rally at No Kings protests, Donald Trump posts an AI-generated video of himself wearing a crown, spraying poop from a fighter jet onto the crowds below. Jon, Lovett, and Tommy discuss how far we've fallen and then get into the news, including the political prosecution of John Bolton, Trump's threat to send troops to another California city, and the prospects for peace in Ukraine, war in Venezuela, and the breakdown of the Gaza peace deal. Then, Tommy sits down with Graham Platner, Democratic candidate for Senate in Maine, to discuss his recently resurfaced Reddit comments and the disillusionment he experienced after returning from Afghanistan.

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.

Get tickets to CROOKED CON November 6-7 in Washington, D.C at http://crookedcon.com

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Why have CEOs been so eager to bend the knee? How are tariffs actually affecting the economy? Is the next major financial crisis already underway? New York Times financial columnist Andrew Ross Sorkin stops by the studio to talk to Lovett about our weird economy under Trump 2.0. They discuss big business's refusal to stand up to Trump, the prospect of a crypto-crash big enough to tank the U.S. economy, and why this moment is eerily similar to the stock market crash that kicked off the Great Depression, which Sorkin writes about in his new book 1929: Inside the Greatest Crash in Wall Street History and How It Shattered a Nation.

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.

Get tickets to CROOKED CON November 6-7 in Washington, D.C at http://crookedcon.com

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When a group of Young Republicans' racist private messages—which included praise for Hitler and slavery and jokes about gas chambers—get leaked to POLITICO, JD Vance says "that's what kids do" and that we all need to move on. President Trump names new targets for prosecution, including Sen. Adam Schiff, Andrew Weissmann, and Jack Smith, even as Trump's DOJ indicts his old nemesis, John Bolton. Jon and Dan react to Vance and Trump's comments, discuss the Trump administration's plan to weaponize the IRS, and debate whether the administration is seriously considering starting a war with Venezuela. They then turn to the latest developments in the government shutdown, the growing debate over the DSCC's influence in 2026 senate primaries, including those in Maine and Michigan, and a pending ruling at the Supreme Court that could further weaken the Voting Rights Act. Then, Sen. Brian Schatz talks with Tommy about whether the end of the shutdown is in sight, the administration's designation of Antifa as a terrorist organization, and the upcoming No Kings protests.

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.

Get tickets to CROOKED CON November 6-7 in Washington, D.C at http://crookedcon.com

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President Trump travels to Israel and Egypt to celebrate the return of the hostages and the end of military operations in Gaza. Tommy and Lovett react to the ceasefire, discuss what's next for Gaza, Israel, and Benjamin Netanyahu, and debate how much credit Trump deserves for brokering this peace deal. Then they turn to ICE's latest violence against immigrants and protesters, a new attack on constitutionally protected free speech at The Pentagon, and the latest from the ongoing government shutdown. Then, Leah Greenberg, Co-Executive Director of Indivisible, discusses this weekend's upcoming No Kings protests and Republicans' attempt to paint them as a "hate America" rally.

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.

Get tickets to CROOKED CON November 6-7 in Washington, D.C at http://crookedcon.com

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Donald Trump ramps up his attacks on American citizens, fighting in court to be able to deploy national guard troops to Chicago, and declaring that Illinois Gov. JB Pritzker and Chicago Mayor Brandon Johnson should be imprisoned. Jon and Dan react to Trump's threats, the deployments to Chicago and Portland, and the White House's "Antifa roundtable," where the president and his cabinet portrayed Antifa—which doesn't even really exist—as a shadowy, nationwide terrorist network that must be dismantled. Then, they discuss the politically-motivated indictment of New York Attorney General Letitia James, debate whether the Democrats are winning the shutdown message war, and react to some rare good news: the Gaza peace deal. Then, Gov. Pritzker sits down with Jon to discuss how he's fighting back against Trump's invasion of Chicago.

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.

Get tickets to CROOKED CON November 6-7 in Washington, D.C at http://crookedcon.com

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Donald Trump orders National Guard troops to Chicago and Portland, making good on his promise to generals to use American cities as "training grounds." Jon, Tommy, and Lovett discuss the court order—issued by a Trump-appointed judge—that blocked the deployment in Portland, the military-style immigration raids that rocked Chicago last week, and the signals that Stephen Miller and the rest of the Trump administration are sending about what's next for blue America. Then, the guys check in on the ongoing government shutdown, react to Trump's unexpected hint that he may be willing to negotiate with Democrats on healthcare subsidies, and discuss what it'll take for Prop 50—California's redistricting response act—to pass in November. Then, Ben Smith, Editor-in-Chief of Semafor and host of the Mixed Signals podcast, joins Tommy to talk about Bari Weiss taking over CBS News, the right's attack on free speech and Jimmy Kimmel, and the future of network media.

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.

Get tickets to CROOKED CON November 6-7 in Washington, D.C at http://crookedcon.com

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What is civility? Who does it serve? When, if ever, is incivility called for? New York Times bestselling author Roxane Gay joins Alex Wagner to discuss the right's recent calls for political civility and why Roxane believes those calls are based on a fantasy of our politics. The two unpack the political discourse in the wake of Charlie Kirk's assassination and the ongoing government shutdown, talk about Roxane's belief that the "manosphere" has always been with us, and debate whether there's a perfect, polite way to communicate about our differences.

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.

Get tickets to CROOKED CON November 6-7 in Washington, D.C at http://crookedcon.com

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.