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.
A federal judge once again blocked the Trump Administration from sending the National Guard to Portland over the weekend — but if Trump is successful in the courts, Portlanders can look to the great city of Chicago for a preview of what may be in store. Since ICE began operations in September, there have been violent raids on apartment buildings and near-constant activity from aggressive federal agents rounding up immigrants who are being kept in facilities reportedly full of cockroaches and with horrifying examples of overcrowding. And, in some cases, US citizens are getting detained, too. Chicago Mayor Brandon Johnson has faced the brunt of Trump’s attacks on the city, while also reckoning with Chicago’s crime rate and affordability crises that many big cities also face. We sat down with the Mayor to talk about what it’s been like to face down the President while trying to manage the nation’s third-largest city.
And in headlines, President Trump’s tariffs are at the Supreme Court this week, a rundown of the high-profile Election Day races, and 20 Democratic-led states sue the Trump administration over a rule that could block certain public servants from getting their student loans forgiven.
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.
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.
Kate, Leah, and Melissa dive into the legal pushback over ICE and the National Guard in Chicago and Portland, anti-marriage equality goblin Kim Davis’s unwelcome return to the courts, the administration’s lawless strikes on boats in the waters around South America, and the specter of Trump 3.0. Then, they preview November’s SCOTUS cases, including Learning Resources v. Trump, which challenges Trump’s authority to impose tariffs under the International Emergency Economic Powers Act.
Last week, former Fox News host and conservative pundit Tucker Carlson invited white supremacist and antisemite Nick Fuentes onto his highly-ranked podcast for a friendly conversation about Israel and conservatism. The podcast episode has garnered millions of views – and highlighted a dangerous schism on the American Right. Because while many conservatives condemned Fuentes for his racism and antisemitism and Carlson for basically giving him a nice backrub for two hours, others seemed to find it necessary to defend Carlson. To discuss Fuentes, Tucker Carlson, and the rift within the Right, I spoke with Robert Draper. He is a New York Times journalist focused on the politics of the right wing.
And in headlines, a Syrian President may visit the White House for the first time in history, President Trump joins 60 Minutes after cashing out his $16 million lawsuit against CBS, and the government shutdown is only days away from becoming the longest of all time.
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.
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.
President Donald Trump announced a trade truce with Chinese President Xi Jinping after a 90-minute meeting in Busan, South Korea, on Thursday. But what actually came out of the truce seems… less than meets the eye. According to Axios, Trump reduced tariffs against China in exchange for promises from the Chinese president to buy American soybeans and oil. However, the deal appears to be largely temporary, with few actual binding details that would make it any different from those made during Trump’s first term in office or even earlier this year. So for more details on the trade truce and Trump’s Asia trip, I spoke to Evan Madeiros. He’s the Penner Family Chair in Asia studies at Georgetown University with a focus on East Asia and US-China relations.
And in headlines, Immigration and Customs Enforcement refuses to cease operations during Halloween festivities in Chicago, the Trump administration restricts the amount of refugees it will allow into the US every year, and Trump administration officials held a classified briefing on the president’s escalating boat-strike campaign – but only invited Republicans.
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.
A Virginia judge allowed the state’s Democrats to pursue a redistricting plan on Wednesday that would permit them to amend the state’s constitution and redraw its congressional districts before next year’s midterm elections – despite a lawsuit from Virginia Republicans. Those Democrats are following a national trend, kicked off by President Trump. Back in August, Trump called on Texas to redraw its congressional maps ahead of the 2026 midterms in order to minimize Republican losses in the House. And after Texas redrew its maps, California Democratic Governor Gavin Newsom responded by putting forward a plan to redistrict his state through a ballot measure, Proposition 50, that would redraw California’s congressional districts and push five Republicans out of their seats. Californians will be voting on the proposition on Election Day next week. To explain the fight and how the 2026 Midterms became a battle royale, I spoke with John Bisognano. He’s the President of the National Democratic Redistricting Committee.
Highly anticipated elections are happening across the country on Tuesday. In states from California to Virginia, Americans will head to the polls in big numbers on November 4th. In New York City, voters are set to pick a new mayor – choosing between former New York governor Andrew Cuomo, who is running as an independent, Republican Curtis Sliwa, and the frontrunner, Democratic Socialist Zohran Mamdani. Even if you don't live in NYC, its election results are bound to affect you in some way— especially with the potential for the city's first Muslim mayor to be going up against a Trump administration more than willing to make him, and the city, a target. So to talk more about New York City's big decision and what Democrats can do, we spoke with Alex Wagner. She's host of Crooked Media's newest podcast, Runaway Country with Alex Wagner.
And in headlines Elon Musk introduces Grokipedia, Israel tests the limits of the Gaza ceasefire agreement, and the government shutdown drags on…and on…and on.
