Live 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.

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Eight 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 [email protected] and include the name of the podcast.

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Live 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 [email protected] and include the name of the podcast.

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Barack 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.

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Jon, 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.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email [email protected] and include the name of the podcast.

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Barack 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.

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Who 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.

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Illinois 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 [email protected] and include the name of the podcast.

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Trump 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.

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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 [email protected] and include the name of the podcast.

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