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,…