Chicago Fights Back
What A Day4 Nov 2025

Chicago Fights Back

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:

Episoder(1573)

Quantifying Happiness In 2026

Quantifying Happiness In 2026

Unemployment is up. Two-thirds of Americans have recently struggled with the rising cost of groceries. And the President of the United States has occupied his time attempting to start a land war in Ve...

17 Des 202519min

Trump Can't Stop Saying Biden

Trump Can't Stop Saying Biden

Trump has been president for 11 months, and during that time, former President Joe Biden has basically left the public eye. Yet as Trump's own presidency has deflated like an old soufflé, he's gotten ...

16 Des 202520min

If Tariffs Are So Great, Why Are There So Many Exemptions?

If Tariffs Are So Great, Why Are There So Many Exemptions?

President Donald Trump loves tariffs. But according to a new analysis from Politico, more than half of US imports right now are not subjected to them. To find out why, we spoke to Paroma Soni. She's a...

15 Des 202525min

ICE Polices The American Dream

ICE Polices The American Dream

The Trump Administration has put billions of dollars into building an immigration superstructure meant to punish those who have done nothing wrong and intimidate everyone else – including legal immigr...

12 Des 202522min

The GOP’s Plan For Your Healthcare

The GOP’s Plan For Your Healthcare

Monday is your deadline to pick an insurance plan on the Affordable Care Act marketplace – and there is still zero plan to ensure that the enhanced subsidies that make those premiums affordable – or, ...

11 Des 202522min

Billionaires Brawl Over Warner Bros.

Billionaires Brawl Over Warner Bros.

We’ve been talking about the Paramount Skydance/Warner Brothers Discovery/Netflix Billionaire Boys Club Spectacular for a few days now. But it’s really worth digging into the details to understand how...

10 Des 202519min

The Vax Wars Are Here

The Vax Wars Are Here

The Centers for Disease Control and Prevention is likely to reverse its long-standing recommendation that all newborns be immunized against Hepatitis B. We spoke with Demetre Daskalakis, the former di...

9 Des 202522min

Why Trump’s Got A Big AI Problem

Why Trump’s Got A Big AI Problem

The Trump Administration has gone all in on artificial intelligence. It doesn’t hurt that AI’s biggest backers also happen to run the biggest companies on earth. Oh, and they also happen to have donat...

8 Des 202521min

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