Chicago Way w/John Kass (03/08/23): On this episode, former Chicago City Hall reporter and award winning columnist Ray Hanania joins John Kass & Jeff Carlin to discuss how the media landscape in Chicago has changed over the last 30 years and why criminals get bolder while cops lose the proper resources to do their job. Check out more Kasso at JohnKassNews.com

Chicago Way w/John Kass (03/01/23): On this edition, veteran political advisor at Serafin & Associates and co-host of The Crisis Cast Thom Serafin joins John Kass and Jeff Carlin to look at where Lori Lightfoot went wrong in her failed bid for re-election and what that means for runoff between Brandon Johnson and Paul Vallas. Check out more Kasso at JohnKassNews.com

Chicago Way w/John Kass (02/21/23): Chicago Alderman Brendan Reilly (42nd) joins John Kass & Jeff Carlin to discuss why he isn’t endorsing Lori Lightfoot for re-election, the bad numbers behind the deal Mayor Lightfoot rammed through City Council, and why State’s Attorney Kim Foxx & Chief Judge Tim Evans need to go. Check out more Kasso at JohnKassNews.com

Chicago Way w/John Kass (02/17/23): On episode 382, Illinois Policy Institute Vice President of Marketing Austin Berg joins John Kass & Jeff Carlin to talk about the debut of “Local 1: The Rise of America’s Most Powerful Teachers Union” and explain how mayoral candidate Brandon Johnson seeks to create a socialist paradise in Chicago, starting with Chicago Public Schools. Check out more Kasso at JohnKassNews.com

Chicago Way w/John Kass (02/13/23): Joining the conversation on this edition, the former Inspector General for Chicago, Joe Ferguson, is here to discuss why the media is letting down voters in the race for mayor, some of the pitfalls that have devoured Mayor Lori Lightfoot’s time on the 5th floor of City Hall, and why it is time to re-imagine they way Chicago’s government body works for the people with a city charter. Learn more about Joe’s latest work at (re)Chicago. Check out more Kasso at JohnKassNews.com

Chicago Way w/John Kass (02/09/23): In this very special episode, Super Bowl champion & Hall of Fame linebacker Mike Singletary joins John Kass & Jeff Carlin to talk about his foundation –Changing Our Perspective– partnering with Pulse4Pulse to raise awareness about heart health among under-resourced communities. Mike also talks about what it takes to be a leader and of course, Super Bowl LVII. Plus, Kasso tries to pay it forward, even if that means giving up BBQ. Check out more Kasso at JohnKassNews.com

Chicago Way w/John Kass (02/06/23): With only a few weeks until election day in Chicago, retired CPD sergeant Mike Cummings is here to discuss why the 19th Ward is ready for a change and Mayor Lori Lightfoot, Police Superintendent David Brown, and Alderman Matt O’Shea have to go. Plus, Kasso takes a crack at monologue for the first time since heart surgery. Check out more Kasso at JohnKassNews.com

Chicago Way w/John Kass (1/20/23): On this edition, John Kass takes us behind the scenes of his recent health ordeal, what his recovery has been like at the Shirley Ryan AbilityLab, and his faith has helped carry him through. Plus, veteran political guru at Serafin & Associates and co-host of The Crisis Cast Thom Serafin joins John & Jeff Carlin to talk life, faith, & of course politics. Check out more Kasso at JohnKassNews.com

Chicago Way w/John Kass (1/23/23): Joining John Kass & Jeff Carlin on this edition is former longtime editor of the Chicago Sun Times editorial page and now writing for JohnKassNews.com, Steve Huntley. On the docket, the last weeks of the race for Chicago Mayor is getting interesting as new polling from Fox32 shows incumbent Mayor Lori Lightfoot solidly in fourth place behind Chuy Garcia, Paul Vallas, and Brandon Johnson. Check out more Kasso at JohnKassNews.com

The Chicago Way w/John Kass (1/18/23): John Kass is back with a message to everyone about what’s been happening. Plus, John’s brother Nicholas Kass joins Jeff Carlin for an update on Kasso’s recovery. Check out more Kasso at JohnKassNews.com