Podcast Episodes
Back to SearchHow Chicago Does Tourism in the Trump Era
Despite President Donald Trump calling the city a “hellhole,” Chicago was named Best Big City in the country by Condé Nast Traveler for the ninth yea…
5 months, 2 weeks ago
Does Suing Trump Help Chicagoans?
Lawsuits against the Trump administration are coming down left and right in Chicago, leading to blocks against National Guard deployment and orders t…
5 months, 3 weeks ago
National Guard Ruling, Transit Deficit Shrinks, and Bears Seek Redemption
A judge has temporarily blocked National Guard deployment in Chicago. This comes as a federal judge ruled against ICE’s arrest tactics. We’re breakin…
5 months, 3 weeks ago
Are Chicago Pop-Up Restaurants Worth The Hype?
Think you already know the best restaurants in Chicago? What about the ones that operate inside other establishments? Chicago’s pop-up scene is legen…
5 months, 3 weeks ago
Will Chicago Ever Have Another Ford City Mall?
With all the focus on what the feds are doing in Chicago, let’s remember there are still local stories unfolding. Neighbors have been pushing for mor…
5 months, 3 weeks ago
What Will Happen to the Red Line Extension Now?
The Trump administration has announced it’s withholding $2.1 billion in federal funds for Chicago transit projects, including the extension of the Re…
5 months, 4 weeks ago
Trump Authorizes National Guard in Chicago. Here’s What We Know
The White House confirmed it’s authorizing the deployment of 300 National Guard troops to Illinois against the wishes of Gov. JB Pritzker. The announ…
5 months, 4 weeks ago
What Can Chicago Officials Actually Do About ICE? Plus, Downtown in 20 Years
The federal government’s rhetoric and tactics have only intensified around Chicago since border patrol agents marched along Michigan Avenue over the …
6 months ago
What Are the Scariest Things in Chicago?
With spooky season officially here, we’re getting into the spirit by holding a tournament for the scariest things in Chicago. From haunted hotels to …
6 months ago
Your Guide to October 2025 in Chicago
October marks the holiday sprint to the end of the year. Hey Chicago newsletter editor Emmi Mack has everything you need for Halloween. Executive pro…
6 months ago