Synopsis
Four former aides to President Obama Jon Favreau, Dan Pfeiffer, Jon Lovett, and Tommy Vietor are joined by journalists, politicians, comedians, and activists for a freewheeling conversation about politics, the press and the challenges posed by the Trump presidency.
Episodes
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Can Democrats Lose the Downer Image? + Chris Murphy in Conversation (Crooked Con)
12/11/2025 Duration: 01h33minLive from Crooked Con, Jon Lovett talks to Hasan Piker, Symone Sanders Townsend, Tim Miller, and Jessica Tarlov about why Democrats are the party of humorless scolds, how they let that happen, and how the Republicans crackdown on free speech presents and opening for Democrats to be the fun, welcoming party again. Then, Sen. Chris Murphy joins Dan Pfeiffer to talk about the threats we face and why it’s more important than ever for leaders to communicate directly with Americans.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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
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Shutdown for What? (Schumer's Version)
11/11/2025 Duration: 01h16minEight Democratic senators break from the party to cut a deal with Republicans and end the shutdown without any meaningful concessions on health insurance premiums. Jon, Lovett, and Tommy discuss the timing of the deal, the reactions from other elected Democrats and the party's base, and Minority Leader Chuck Schumer's apparent inability to hold his caucus together. Then, they jump into the rest of the news, including Trump's preemptive pardons for scores of allies who tried to overturn the 2020 election, a whistleblower's report that Epstein accomplice Ghislaine Maxwell is receiving "concierge-style" treatment at her minimum security prison facility, and the President's unwelcome surprise appearance at Sunday's Washington Commanders game.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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use o
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How Do We Push Back on Authoritarianism? (Crooked Con)
09/11/2025 Duration: 01h15minLive from Crooked Con, Jon Favreau is joined by Skye Perryman and Norm Eisen to hash out a strategy for the most effective ways to fight back against the Trump administration’s grave abuses of power. Then, Tommy Vietor talks with Morris Katz, Samson Signori, and Alex Ball about the 2025 election campaigns and what they’ll mean for America and our politics.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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
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Live from Occupied D.C. with Barack Obama
07/11/2025 Duration: 01h46minBarack Obama drops by our Crooked Con live show to talk about Democrats' big wins and what we need to push for now. Then, Jon, Lovett, Tommy, Dan, and Alex Wagner talk about the latest data from Tuesday night, the White House's promise that Trump will now focus on affordability, whether Trump is psychologically capable of keeping that promise, and whether Democrats will cave on the government shutdown now that the administration is canceling everyone's flights. Then, Rep. Jasmine Crockett sits down with Dan to talk about a potential Senate run in Texas, and why Trump just can't stop talking about her.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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
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Revenge of the Libs
05/11/2025 Duration: 49minJon, Tommy, and Dan react to Democrats’ big election night, breaking down gubernatorial wins in New Jersey and Virginia, the passage of Prop 50 in California, Zohran Mamdani’s mayoral win in New York City, and a series of small — but important — races in Pennsylvania and Georgia. 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.
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Don't Poo — Vote!
04/11/2025 Duration: 01h32minBarack Obama hits the campaign trail—and discusses Trump's sh*tposting—as voters head to the polls. Donald Trump sits down for a lengthy interview with 60 Minutes—the same program he sued in 2024—to discuss immigration raids, his new fascination with nuclear weapons, and his surprising pardon of a Chinese crypto tycoon. Jon, Lovett, and Tommy discuss the interview's most shocking moments, share their final thoughts on the 2025 elections, and react to the garish Gatsby-themed party the President threw at Mar-a-Largo as SNAP benefits expired for more than 40 million Americans on Halloween night. Then, George Retes, the combat veteran and American citizen who was detained by immigration agents with no explanation while driving to work, stops by the studio and shares his harrowing story.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
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Debating the Trump Era with Abby Phillip
02/11/2025 Duration: 01h11minWho is worth debating? Where do we draw the line? Will all journalism eventually devolve into debate? Jon Favreau is joined by Abby Philip, anchor of CNN NewsNight, to talk about her viral cable news show, the battle between traditional journalism and punditry, and her new book on the presidential campaigns of civil rights icon Jesse Jackson, who rewrote the rules of the Democratic Party and helped pave the way for Barack Obama’s rise.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.
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Noem Won't Rule Out Tear-Gassing Trick-or-Treaters
31/10/2025 Duration: 01h34minIllinois Governor JB Pritzker asks the Department of Homeland Security to suspend ICE operations — including the use of tear-gas — during Halloween to protect trick-or-treaters, but Secretary Kristi Noem insists operations will continue. President Trump concludes his tour of Asia with a new trade deal with Chinese President Xi Jinping that gives China access to powerful AI computer chips. Jon and Dan discuss those developments and the latest news, including Trump's continued threat to deploy troops to American cities, the President's explosive announcement that the U.S. will resume nuclear weapons testing, and a new report that may help Democrats win back Congress and the White House. Then, Tommy checks in with Zohran Mamdani, the Democratic nominee for Mayor of New York City, to talk about his campaign's sprint to the finish line and the GOP's attempts to make him the face of the Democratic Party.For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transc
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Trump's Secret Plan for a 3rd Term
28/10/2025 Duration: 01h32minTrump insider Steve Bannon says "there's a plan" for Donald Trump to serve a third term, and Trump says he'd "love to do it." Jon, Lovett, and Tommy speculate what that plan may look like and what it means for this year's elections and the 2026 midterms. Then, they discuss the latest from the ongoing government shutdown, Trump's new tariffs on Canada in response to a TV ad he didn't like, and Republicans' attempts to make Zohran Mamdani the face of the Democratic Party. Then, election attorney Marc Elias, founder of Democracy Docket, joins Lovett to talk more about Trump's 2028 plan and why he's taking the third-term threat seriously.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 ad
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Trump (Literally) Destroys White House
24/10/2025 Duration: 01h37minPresident 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. Get tickets to CROOKED CON November 6-7 in Washington, D.C at http://crookedcon.com Hosted by Simplecast, an AdsWizz company.
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Trump Unloads on No Kings
21/10/2025 Duration: 01h55minAfter 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 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use
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Why is Big Business Caving to Trump? (with Andrew Ross Sorkin)
19/10/2025 Duration: 01h07minWhy 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 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertis
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JD Vance Defends Hitler-Loving Racists
17/10/2025 Duration: 01h38minWhen 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 o
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Trump's Gaza Ceasefire Takes Hold
14/10/2025 Duration: 01h23minPresident 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 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our col
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President of Peace Invades Chicago (feat. JB Pritzker)
10/10/2025 Duration: 01h49minDonald 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 CROO
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Trump's War on Blue America
07/10/2025 Duration: 01h26minDonald 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. F
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Roxane Gay on the Myth of Civility
05/10/2025 Duration: 01h06minWhat 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.
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Affordable Healthcare is Worth Fighting For
03/10/2025 Duration: 01h22minAfter Republicans refuse to negotiate with Democrats on extending Affordable Care Act subsidies, the government shuts down. Dan and Alex Wagner, Pod Save America's newest contributor, discuss what Democrats will need to do to hold the line; Project 2025 architect Russ Vought's attacks on blue states and federal employees; and the Democratic-Republican messaging fight that's devolved into an AI-fueled meme war. Then, the two break down Trump's threats — and Hegseth's grievances — at an unprecedented meeting of the military's top brass, Trump's new political demands for universities, and some much-needed good news about free speech, Fed Chair Lisa Cook, and the Bureau of Labor Statistics.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 informatio
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Can Democrats Win a Shutdown Fight?
30/09/2025 Duration: 01h12minA government shutdown appears inevitable after Democratic leaders and President Trump fail to reach a deal to extend soon-to-expire Affordable Care Act subsidies. Jon, Lovett, and Tommy discuss what Democrats will need to do to win this shutdown fight and then check in on the latest from Trump's authoritarian takeover, including the political prosecution of James Comey, Trump's deployment of troops to Portland, and a terrifying new national security directive that targets left-wing organizations, funders, and beliefs. Then, the guys discuss Trump's 20-point peace plan to end the war in Gaza and the peculiar AI-generated video about "medbeds" the President posted on Truth Social over the weekend.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 i
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Trump Has James Comey Indicted
26/09/2025 Duration: 01h50minJust days after the President demanded the Justice Department prosecute his political enemies and ousted a career prosecutor who refused to comply, Trump's handpicked replacement indicts former FBI Director James Comey. Jon and Dan react to Trump's weaponization of the Justice Department and then discuss Jimmy Kimmel's powerful pro-free speech monologue, a government shutdown that now seems inevitable, and why Vice President JD Vance called Jon a "dipshit" on Twitter earlier this week. Then, Georgia Senator Jon Ossoff stops by the studio to talk to Tommy about his office's investigations into ICE and the defining feature of the Trump administration: corruption.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