What A Day - Chicago Teachers Fight To Keep ICE Out Of Schools

Millions of kids have started school over the past few weeks – that includes students in Los Angeles, Washington, D.C, and now Chicago, all cities targeted by the Trump administration for immigration enforcement and, of course, crime. It's worth saying that, like in other cities that Trump has mentioned as evil dens of criminal miscreants, violent crime has gone down in the city of Chicago over the last year. But the president, who posted an "Apocalypse Now" inspired meme over the weekend, implying he wants to go to "war" with Chicago, doesn't seem to care much about facts and figures. But teachers do. So to learn more about how teachers in Chicago are handling a new school year and the potential for more federal incursions on the city, we spoke to Stacy Davis Gates, the president of the Chicago Teachers Union. 

And in headlines: revised job numbers show a much weaker job market than previously thought, Israel strikes Qatar, dealing a major blow to ceasefire talks, and American high school students' test scores hit a historic low.

Show Notes:

What A Day - Laura Loomer’s Rise To The Top

Say what you will about President Donald Trump’s first administration, but at least some of the people given top jobs had a morsel of experience doing those jobs. Now, the Trump administration is chock full of the weirdest people the MAGA world has to offer, united by their personal allegiance to one man – Donald J. Trump. From Secretary of Defense Pete Hegseth, whose qualifications are “co-hosted the weekend edition of Fox and Friends” to Paul Ingrassia, the former podcaster nominated to run the Office of Special Counsel, who thinks the descendents of slaves should pay the descendants of slave-OWNERS reparations….to Laura Loomer, a Jewish, white nationalist, 9/11 truther, who made headlines in 2018 when she chained herself to the doors of Twitter’s office to protest getting banned from the platform.It’s a cavalcade of the worst people ever to be given a high-speed internet connection. Especially when they now have real power. So we spoke to Will Sommer, senior reporter at The Bulwark, to help us understand how the craziest people in America rose to the very top of the federal government.

And in headlines: Trump goes to the Museum of the Bible to talk about how much he loves religion, Pete Hegseth hypes up the troops in Puerto Rico, and Democrats release a very NSFW birthday card to Jeffrey Epstein, allegedly signed by Trump himself.

Show Notes:

Pod Save America - Trump’s Epstein Doodle Grosser than Expected

House Democrats get ahold of the infamous birthday letter Trump sent to Jeffrey Epstein and release it to the public. Turns out it's more disturbing than we imagined. Jon, Lovett, and Tommy react to the doodle and talk through the week's latest, including the administration renaming the Department of Defense the Department of War, a massive ICE raid on a Hyundai plant in Georgia, and the emerging debate over whether Democrats should shut the government down when funding expires at the end of the month. Then, Rep. Mikie Sherrill, the Democratic candidate for governor in New Jersey, stops by the studio to talk to Tommy about reversing the inroads Trump made in the state in 2024—and why New Jerseyans are weird about pumping their own gas.

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Strict Scrutiny - The Lower Courts Punch Up

Kate, Leah, and Melissa break down how the lower courts are challenging the Trump administration and expressing their frustration with SCOTUS. Then, they check in with two members of the supermajority: Brett Kavanaugh, who’s touting a shiny new shadow docket rebrand, and Amy Coney Barrett as she commences her cursèd book tour. Finally, the hosts speak with Yale Law professor Justin Driver about his book, The Fall of Affirmative Action: Race, the Supreme Court, and the Future of Higher Education.

Hosts’ and guests’ favorite things:

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What A Day - Georgia To Vote On Energy Costs

A crucial race for Georgia's Public Service Commission is coming up in November. And though the name sounds boring, it's a race that really matters. That's because the commission is in charge of regulating public utilities in the state, including electric, gas, and telecommunications. Right now, all five commissioners are Republicans…but two of them are up for election this fall. And the Democratic challengers are strong. To learn more about the importance of this race, we spoke with John Taylor, Executive Director of the Black Male Initiative, a nonprofit focused on civic engagement in Georgia.

And in headlines, President Donald Trump continues to threaten Chicago…but this time with war, Russia attacks Ukraine in its latest aerial strike, and Treasury Secretary Scott Bessent says the U.S. might have to refund some money it's collected from Trump's infamous tariffs.

Show Notes:

Pod Save America - Heather Cox Richardson on Donald Trump, MAGA and How We Fight Back

It can feel like all is lost under Trump 2.0, but America has faced extremely dark chapters before and come out on the other side. Heather Cox Richardson—professor, historian and author of the most-read newsletter on Substack, Letters from an American—joins the show to share her long-view approach for this shortsighted era. She walks Dan through the biggest challenges to American democracy throughout history, how she believes we got to this MAGA moment, and what fuels her optimism about the future of the country.

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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What A Day - How Trump’s Hatred For Windmills Is Hurting All Of Us

President Donald Trump really, really, really hates wind and solar power. He made sure to make that point very clear during a Cabinet meeting last week, where he ranted about windmills for…way too long. At the end of August, the Trump team ordered construction be stopped on a 4-billion-dollar wind farm project off the coast of Rhode Island that was nearly finished. The administration alluded vaguely to national security threats, suggesting, among other things, that wind farms could be used to launch drone attacks on the U.S. None of this is good. Not just for, you know, preventing the very worst outcomes of climate change that could put billions of lives at risk and alter the very nature of human existence. But also for Americans dealing with spiraling energy bills. So we spoke to Bill McKibben, environmentalist and author of a new book, Here Comes The Sun: A Last Chance for the Climate and a Fresh Chance for Civilization, about climate change, to help us feel more optimistic about the future of the Earth.

And in headlines, HHS Secretary Robert F. Kennedy Jr. vs. the Senate Finance Committee, and former Senate Majority Leader Mitch McConnell has some thoughts on how we got here.

Show Notes:

Pod Save America - Trump’s Very Convincing Body Double

The internet enjoys a brief freakout about the possibility that Trump might be dead. (He isn't.) Senators from both parties press RFK Jr. on his dismantling of the CDC and his accelerating war on vaccines. Survivors of Jeffrey Epstein hold a press conference on Capitol Hill to announce that they plan to release a list of Epstein's clients. Jon and Dan discuss the latest news and trace the through-line of Trump's authoritarian impulse from his attack on a Venezuelan speedboat to his renewed threats to strip Rosie O'Donnell of her citizenship. Then, Strict Scrutiny's Leah Litman joins Jon to talk about how the Trump administration might respond to a recent string of defeats in federal court.

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

What A Day - Senator Van Hollen On Epstein: Release The Damn Files!

Congress is back. It’s back and it has a lot of work to do. If Congress doesn’t fund the government by the end of September, the government will close up shop. And while Democrats have demanded meetings with President Donald Trump and his loyal GOP to drum up a bipartisan spending bill, Republicans don’t seem too inclined to work with their colleagues across the aisle. But preventing a shutdown is just one bullet point on Congress’ agenda. On Wednesday, survivors of convicted sexual abuser Jeffrey Epstein spoke on Capitol Hill in an effort to get answers and more information on his crimes. It came a day after the House Oversight Committee released more than 33,000 documents related to the Epstein investigation. So, for more on Epstein, and a potential government shutdown, we spoke with Maryland Democratic Senator Chris Van Hollen.

And in headlines: Florida’s Surgeon General tries to connect vaccine mandates to slavery, Democratic Congresswoman LaMonica McIver of New Jersey tells the Washington Post she's going to keep working after the House rejected a resolution to censure her, and rumors are floating around that the Trump administration might offer New York City Mayor Eric Adams a new gig.

Show Notes:

What A Day - Putin Cozies Up To Modi And Xi

Russian President Vladimir Putin met with Chinese leader Xi Jinping and held hands with Indian Prime Minister Narendra Modi in Beijing this weekend. Their talks came during the annual Shanghai Cooperation Organization meeting, an event that marked the first time in seven years that Presidents Modi and Xi met in person. It also comes as the US navigates a rocky relationship with China, combats India’s frustration over President Donald Trump’s tariffs, and tries to broker peace between Russia and Ukraine. To discuss further what Putin’s latest bromance with Xi and Modi means for his on-again, off-again relationship with Trump, we spoke with Tommy Vietor. He’s the co-host of Crooked Media’s Pod Save the World.

And in headlines: The Trump family amasses billions after launching a new cryptocurrency, Americans are losing faith in hard work, and a postwar plan to turn Gaza into an AI-powered smart city is floating around the Trump administration.

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