The Chicago Way

Chicago Way w/John Kass (12/23/24): On the Christmas Edition, John Kass & Jeff Carlin are joined by Jude Russo, the managing editor of The American Conservative, with a look at how the President-elect Donald Trump’s challenges in 2025 and what it means be a conservative in the modern Republican party. Plus, Kass has a Christmas […]

Chicago Way w/John Kass (12/16/24): On this edition, Ald. Ray Lopez (15th) discusses what it takes for Chicago Mayor Brandon “Brandito” Johnson to have his approval rating drop to 14% and whether or not Lopez & the coalition of Alders opposing Johnson’s rubberstamp agenda can protect the citizens from another ‘parking-meter-esque’ budget deal. Plus, Kasso wonders […]

Chicago Way w/John Kass (12/09/24): This week, the Peter B. Ritzma Professor of Political Science Emeritus at the University of Chicago, Charles Lipson, joins John Kass and Jeff Carlin to talk about his latest piece writings, President-elect Donald Trump’s transition to power, and what Republicans must do now that they have all the cards. Plus, […]

Chicago Way w/John Kass (12/02/24): In a post Thanksgiving hangover, John Kass & Jeff Carlin look at what’s next for the mainstream media and ruling class in Washington, Illinois, & Chicago after Donald Trump takes office. Plus, Kasso gets a couple of book suggestions: The Iron Heel & The Elite. Check out more from Kass […]

Chicago Way w/John Kass (11/18/24): As Donald Trump loads up his cabinet with his most loyal supporters, the man behind Serafin & Associates and co-host of The Crisis Cast, Thom Serafin joins Jeff Carlin and John Kass with a look at how voting demographics shifted in 2024 and what that means for Trump’s early days […]

Chicago Way w/John Kass (11/11/24): Joining John Kass & Jeff Carlin this week is a retired American diplomat with over 30-years of experience advising the most powerful leaders in the world on security matters and who also happens to be John’s younger brother, Nicholas S. Kass. On the docket, Nick lays out what’s next for […]

Chicago Way w/John Kass (11/04/24): As the 2024 election cycle winds down, RealClear Politics’ Tom Bevan is here with an analysis of polls, pandering, & punditry. Tom join John Kass & Jeff Carlin with a look at what happens when polls don’t match results and a preview of RealClearPolitic‘s election night live coverage feat. Carl […]

Chicago Way w/John Kass (10/28/24): As Donald Trump rallies his base at Madison Square Garden & Kamala Harris sends Hillary Clinton on the attack, John Kass & Jeff Carlin what happens to the Democrats if things don’t go their way. Plus, Kasso wonders if the ‘F-word’ should be thrown around by those who know nothing […]

Chicago Way w/John Kass (10/21/24): Two weeks before Election Day, the Peter B. Ritzma Professor of Political Science Emeritus at the University of Chicago, Charles Lipson, joins John Kass and Jeff Carlin to look at some of his recent pieces on Kamala Harris’ propensity to hurt her own chances, ‘What if the Electoral College vote is […]

Chicago Way w/John Kass (10/13/24): Southwest Side Ald. Ray Lopez (15th) brings John Kass & Jeff Carlin up to speed on Mayor Brandon Johnson clashing with the Chicago City Council, reporters, and decorators as the city faces one financial crisis, after the next. Plus, Kasso wonders who will rise to take on Mayor Johnson in […]

Chicago Way w/John Kass (10/07/24): On this episode, Ted Dabrowski of Wirepoints.org joins John Kass & Jeff Carlin to talk about how Chicago’s school system fails its students and is driving the city off a financial cliff as Mayor Brandon Johnson pushes CPS CEO Pedro Martinez out. Plus, Kasso wonders what monster will replace the […]

Chicago Way w/John Kass (09/30/24): New York Post columnist Miranda Devine joins John Kass and Jeff Carlin to discuss her new book, The Big Guy: How a President and His Son Sold Out America about how the Biden Family has used their influence to manipulate the levers of power and enrich themselves. Plus, Kasso wonders […]

Chicago Way w/John Kass (09/23/24): Joining John Kass & Jeff Carlin this week is a retired American diplomat with over 30-years of experience advising the most powerful leaders in the world on security matters and who also happens to be John’s younger brother, Nicholas S. Kass. On the docket, Iranian-sponsored hacking of the Trump campaign, […]

Chicago Way w/John Kass (09/16/24): This week, Corey Brooks, the Founder and Senior Pastor at New Beginnings Church & the Founder/CEO of Project H.O.O.D, joins John Kass & Jeff Carlin to talk about why he thinks Democrats continue to ‘play Black people for fools‘ by convincing them to vote against leaders & legislation the would […]

Chicago Way w/John Kass (09/09/24): Just ahead of the first head-to-head debate between Vice President Kamala Harris and ex-President Donald Trump, the President of the Independent Women’s Forum, Carrie Lukas, joins John Kass & Jeff Carlin to discuss her piece in The Federalist titled “Kamala Harris’ Campaign Is Making Women Look Incompetent.” Plus, Kasso wonders […]

Chicago Way w/John Kass (09/03/24): This week, veteran political advisor at Serafin & Associates and co-host of The Crisis Cast, Thom Serafin joins John Kass & Jeff Carlin with insight from his Power Poll Podcast on who the MVP of Chicago’s role as host of the 2024 DNC, why Vice President Kamala Harris’ best plan […]

Chicago Way w/John Kass (08/26/24): This week, the Peter B. Ritzma Professor of Political Science Emeritus at the University of Chicago, Charles Lipson, joins John Kass and Jeff Carlin to assess the DNC in Chicago, look at what RFK Jr. brings to Donald Trump’s campaign, and gauge what Democrats see in Vice President Kamala Harris […]

Chicago Way w/John Kass (08/19/24): To kick of the DNC in Chicago, the co-founder of RealClearPolitics, Tom Bevan, is here to preview his team’s daily broadcasts on SiriusXM and discuss how the City of Big Shoulders will handle the influx of Democrats & protestors. Plus, Kasso wonders if anyone remembers the ‘wood shampoo’ of ’68? […]

The Palikari Project: Part IV – Legacy | As the curtain comes down on the Palikari Project, our hero returns home to his family’s village for the first time in almost 40 years with his sons, John, Peter, & Nick. We also get insight into what the boys were experiencing as twenty-somethings seeing their father’s […]

The Palikari Project: Part III – Civil War & a Fresh Start | Toward the end of WWII, countries coming out from under the evil rule of The Axis were often were left to pickup the pieces of the decimated lives that once were. In Greece, that was turmoil was compounded by the rise of […]