The Chicago Way

Chicago Way w/John Kass (05/03/23): This week, RealClear Politics’ Tom Bevan is here to discuss the forecast for Biden/Harris against Trump, DeSantis, and the rest. Plus, what really went down with the swift cancelation of Tucker Carlson’s top-rated cable show? Check out more Kasso at JohnKassNews.com Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin […]

Chicago Way w/John Kass (04/24/23): Joining the conversation this week is Corey Brooks, Founder and Senior Pastor at New Beginnings Church of Chicago and the Founder and CEO of Project H.O.O.D, to discuss with John Kass & Jeff Carlin the need for parents to be held accountable for the crimes of their children and for […]

Chicago Way w/John Kass (04/12/23): This week, John Kass and Jeff Carlin are joined by the Peter B. Ritzma Professor of Political Science Emeritus at the University of Chicago Charles Lipson with a look at the national issues facing the body politic, including Manhattan District Attorney Alvin Bragg deciding to indict former President Donald Trump, progressives […]

Chicago Way w/John Kass (04/06/23): On this episode, Chicago Ald. Ray Lopez (15th) joins John Kass & Jeff Carlin in a discussion about the challenges facing mayor-elect Brandon Johnson and how the more progressive landscape on the City Council will deal with these issues. Check out more Kasso at JohnKassNews.com Follow Everything John Kass – JohnKassNews.com […]

Chicago Way w/John Kass (03/27/23): With a week to go in the run-off election to decide Chicago’s next mayor, veteran political advisor at Serafin & Associates and co-host of The Crisis Cast, Thom Serafin, joins John Kass & Jeff Carlin to size up what endorsements from Senators Dick Durbin & Bernie Sanders mean and where Brandon […]

Chicago Way w/John Kass (03/20/23): This week, former Cook County and federal prosecutor Bob Milan joins John Kass & Jeff Carlin to talk about which strategies and policies the next mayor of Chicago should consider, like holding weekly press conferences to call out elected officials who fail to keep the city safe, like the chief […]

Chicago Way w/John Kass (03/17/23): Fresh off her role as moderator for the mayoral debate between Brandon Johnson and Paul Vallas, NBC5 Chicago’s Mary Ann Ahern joins John Kass & Jeff Carlin to discuss the pitfalls of being a public figure, perceived bias vs. real bias, the big questions facing the candidates before the April […]

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. […]

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. […]

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 […]

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 […]

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 […]

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 […]

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 […]

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 […]