Chicago Way w/John Kass (05/12/25): This week, Ald. Ray Lopez (15th) joins John Kass & Jeff Carlin to look at why he thinks Chicago Mayor Brandon Johnson perpetuating a patronage scheme by steering ‘PlayStreets’ contracts away from Latino wards and into wards where Mayor Johnson is trying to curry favor. Also, Ald. Lopez also hints at what it would take for him to run for mayor. Plus, Kasso wonders if there is a cure for Chicago’s dying legacy media?

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

Chicago Way w/John Kass (05/05/25): This week, former CEO of the Chicago Public Schools (1995-2001) & candidate for mayor, Paul Vallas joins John Kass & Jeff Carlin with a look at how Governor JB ‘Master Oligarch of Illinois’ Pritzker is doing running the state and shares a stories about being brought before the him to answer for his criticisms of the governor. Plus, Kasso wonders if anyone has noticed the similarities between Illinois & Soviet-era Romania?

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

Chicago Way w/John Kass (04/29/25): On this edition, veteran political advisor at Serafin & Associates and co-host of The Crisis Cast, Thom Serafin joins John Kass & Jeff Carlin with an analysis of how Sen. Dick Durbin announcing he won’t run for reelection will shuffle the deck in Illinois politics and what Illinois Governor JB Pritzker’s latest “hot rhetoric” means for his political future. Plus, Serafin’s April Power Poll asks the question: “With which notable Illinois political heavyweights would you want to have dinner?”

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

Chicago Way w/John Kass (04/20/25): John Kass takes time to talk about the meaning of Easter (it’s not really about chocolate bunnies and jelly beans) and what it means to his family. From John Kass & Jeff Carlin, Happy Easter, blessings of love. Christos Anesti!

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

Chicago Way w/John Kass (04/14/25): This week, Charles Lipson is back to talk about how education has changed and how it is impacting institutions of higher learning. Charles is the Peter B. Ritzma Professor of Political Science Emeritus at the University of Chicago and he joins John Kass and Jeff Carlin for a lively discussion. Plus, Kass assigns everyone homework in the form of reading Who Killed Homer and watching From Swastika to Jim Crow.

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

Chicago Way w/John Kass (04/07/25): This week, John Kass & Jeff Carlin tackle the often violent ‘street takeovers’ plaguing Chicago’s business district, President Donald Trump’s policy of raising tariffs to put an end to ‘globalization,’ and various district court judges blocking executive actions by President Trump. Plus, Kasso wonders why Chicago’s city leaders are afraid of holding parents accountable for the actions of their children?

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

Chicago Way w/John Kass (03/31/25): On this episode, author and retired director of medical intensive care at Cook County Hospital in Chicago for over 20 years, Dr. Cory Franklin joins John Kass & Jeff Carlin to discuss why the JFK assassination has captivated conspiracy theorists and the general public for decades and what we, if anything, have learned from the latest release of files.

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

Chicago Way w/John Kass (03/24/25): John Kass & Jeff Carlin tackle Chicago Mayor Brandon calling himself the second coming of Harold Washington, his campaign donations from a law firm involved in a lawsuit with the city, and how begging for a 3% kickback from city vendors is working out. Plus, Carlin has an early nominee for Moutza of the Month after sensitive war plans for action in Yemen were sent to a reporter by Pete Hegseth, the secretary of defense.

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

Chicago Way w/John Kass (03/17/25): A newcomer to the podcast, Chicago Police Chief of Detectives (ret.) Gene Roy joins John Kass & Jeff Carlin to talk about how wearing a badge in Chicago has changed over the last forty years and look at what he sees as major flaws with the criminal justice & courts system in Cook County under the stewardship of Judge Tim Evans. Plus, Kasso wonders if Mayor Brandon “6.6% Approval Rating” Johnson will ever collect his precious 3% kick back from city contractors.

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

Chicago Way w/John Kass (03/10/25): Charles Lipson, joins John Kass & Jeff Carlin this week. Charles is the Peter B. Ritzma Professor of Political Science Emeritus at the University of Chicago and an author whose writings can be found in the Spectator, Spectator World, The Telegraph, and more. On the docket, President Trump’s address to Congress, the future of free speech on college campuses, and the role schools should play in indoctrinating the youth. Plus, Kasso ponders going back to college.

Check out more from Kass at JohnKassNews.com or contact me at [email protected], or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.