It was a big day for President Donald Trump as the Supreme Court heard arguments on his power to impose tariffs unilaterally. And the justices seemed… skeptical. Even Trump-friendly Justice Neil Gorsuch questioned Trump Administration lawyers on their claim that tariffs are foreign policy, so the President can do what he wants. Oregon is one of the states suing the Trump administration over tariffs. To find out more about what they argued at SCOTUS and what might happen if the justices give Trump a very rare loss, we talked to Dan Rayfield, the Attorney General of Oregon.

And in headlines, the government shutdown is officially the longest in American history, California Republicans sue the state over Prop 50 just hours after it passes, and Israel and Hamas continue the grim exchange of remains under last month’s U.S.-brokered ceasefire.

Show Notes:

• Check out AG Rayfield's work – https://tinyurl.com/2ds3y767
• Call Congress – 202-224-3121
• Subscribe to the What A Day Newsletter – https://tinyurl.com/3kk4nyz8
• What A Day – YouTube – https://www.youtube.com/@whatadaypodcast
• Follow us on Instagram – https://www.instagram.com/crookedmedia/
• For a transcript of this episode, please visit crooked.com/whataday

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Tuesday was Election Day and Democrats won big! Voters in New York City elected Democratic Socialist Zohran Mamdani as their next mayor. In Georgia, Democrats won their first statewide elections in 20 years, flipping two seats on the board that controls electricity costs in the state – a direct response to rising power prices. And in New Jersey, Congresswoman Mikie Sherrill won a tough race to keep the state's governor's mansion blue. While in Virginia, former Democratic House Representative Abigail Spanberger won the governor's race, flipping the state's governor's seat back to the Democrats. For more on the Democrats' big night, we spoke with Pod Save America co-host Jon Favreau.

Show Notes:

• Call Congress – 202-224-3121
• Subscribe to the What A Day Newsletter – https://tinyurl.com/3kk4nyz8
• What A Day – YouTube – https://www.youtube.com/@whatadaypodcast
• Follow us on Instagram – https://www.instagram.com/crookedmedia/
• For a transcript of this episode, please visit crooked.com/whataday

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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.

Show Notes:

• Call Congress – 202-224-3121
• Subscribe to the What A Day Newsletter – https://tinyurl.com/3kk4nyz8
• What A Day – YouTube – https://www.youtube.com/@whatadaypodcast
• Follow us on Instagram – https://www.instagram.com/crookedmedia/
• For a transcript of this episode, please visit crooked.com/whataday

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

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.

Show Notes:

• Check out Robert's piece – https://tinyurl.com/k43ephx2
• Call Congress – 202-224-3121
• Subscribe to the What A Day Newsletter – https://tinyurl.com/3kk4nyz8
• What A Day – YouTube – https://www.youtube.com/@whatadaypodcast
• Follow us on Instagram – https://www.instagram.com/crookedmedia/
• For a transcript of this episode, please visit crooked.com/whataday

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

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.

Show Notes:

• Call Congress – 202-224-3121
• Subscribe to the What A Day Newsletter – https://tinyurl.com/3kk4nyz8
• What A Day – YouTube – https://www.youtube.com/@whatadaypodcast
• Follow us on Instagram – https://www.instagram.com/crookedmedia/
• For a transcript of this episode, please visit crooked.com/whataday

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

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.

And in headlines, Congress continues to prove pointless as funding for Supplemental Nutrition Assistance Program benefits are set to expire for millions of Americans, the Federal Reserve cuts interest rates again, and immigration officials deport a man living in Alabama to Laos despite literally being ordered not to.

Show Notes:

• Check out the National Democratic Redistricting Committee – democraticredistricting.com/
• Call Congress – 202-224-3121
• Subscribe to the What A Day Newsletter – https://tinyurl.com/3kk4nyz8
• What A Day – YouTube – https://www.youtube.com/@whatadaypodcast
• Follow us on Instagram – https://www.instagram.com/crookedmedia/
• For a transcript of this episode, please visit crooked.com/whataday

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

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.

Show Notes:

• Check out Runaway Country with Alex Wagner – https://tinyurl.com/mrmmsw8d
• Call Congress – 202-224-3121
• Subscribe to the What A Day Newsletter – https://tinyurl.com/3kk4nyz8
• What A Day – YouTube – https://www.youtube.com/@whatadaypodcast
• Follow us on Instagram – https://www.instagram.com/crookedmedia/
• For a transcript of this episode, please visit crooked.com/whataday

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

The main issue keeping the government closed is healthcare — specifically, the enhanced Affordable Care Act subsidies that have been in place since 2021 and further lowered premium costs for Americans. Democrats want the enhanced subsidies extended, Republicans don’t. Without them, folks who rely on healthcare plans they bought on the exchange will see their premiums skyrocket. But there are other countries with private insurance options where healthcare doesn’t cost so much that people risk going without it. To find out what’s going on here and what America could do about it, we spoke to Mark Shepard. He’s an associate professor of public policy at the Harvard University Kennedy School of Government.

And in headlines, the U.S. extends its trade deal with Mexico for several weeks, USDA confirms food stamps will not go out November 1, and a rag-tag group of former USAID workers band together to fund some of the shuttered agency’s most critical programs.

Show Notes:

• Check out Mark's article – https://tinyurl.com/mt2avcma
• Call Congress – 202-224-3121
• Subscribe to the What A Day Newsletter – https://tinyurl.com/3kk4nyz8
• What A Day – YouTube – https://www.youtube.com/@whatadaypodcast
• Follow us on Instagram – https://www.instagram.com/crookedmedia/
• For a transcript of this episode, please visit crooked.com/whataday

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