186. Affordability Through Growth: Joe Holberg on Running for Chicago Mayor as an Outsider
What does it actually take to make Chicago more affordable, safer, and functional? Joe Holberg — political outsider, former teacher, Google alum, and tech entrepreneur — is running for mayor with a platform built around housing supply, fiscal discipline, and a friendlier environment for businesses of every size. In this episode, Joe digs into the CTA safety crisis, Chicago's permitting problem, the parking meter deal that still haunts the city's budget, and why getting kids to school every da...