Mike Stephen discusses the issue of Illinois’ struggling population numbers with Chicago Magazine writer Ted McClelland, learns about the local organization called Project I Am from its founder Jahkil Jackson, and then talks to Milwaukee rapper Rap J about his life story and upcoming Chicago performance. To subscribe to the OTL podcast, please visit our Apple Podcasts Page, Spotify, or our RSS feed.

Mike Stephen discusses the civic implications of a new Bears stadium with civic educator and author Tom Tresser, previews a local world music performance from veena virtuoso Sara Ranganathan, and discovers the Secret History of Chicago’s The Dells. To subscribe to the OTL podcast, please visit our Apple Podcasts Page, Spotify, or our RSS feed.

Mike Stephen discusses the Injustice Watch 2026 Judicial Primary Election Guide with senior reporter Dan Hinkel and then previews a George Harrison tribute show featuring a wonderful lineup of talented local musicians with Ellis Clark, the lead singer of the band The Social Act. To subscribe to the OTL podcast, please visit our Apple Podcasts Page, Spotify, or our RSS feed.

Mike Stephen talks to Richard Bloomfield and Zachary Day, the owners of Chicago’s Funkytown Beer, about their expansion plans, chats with Robert’s Westside owner/operator Donnie Biggins about how that venue properly pays their artists, and chats with Gina Marie DeGregorio about her new music. To subscribe to the OTL podcast, please visit our Apple Podcasts Page, Spotify, or our RSS feed.