• Chicago Way w/John Kass: Cabinet chaos
    Nov 18 2024
    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 […]
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  • Chicago Way w/John Kass: Taming the Deep State Tiger has just begun
    Nov 11 2024
    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 […]
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  • Chicago Way w/John Kass: Election anxiety and the grain rats of the Atlantic
    Nov 4 2024
    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 […]
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  • The Chicago Way: Welcome to the ‘Kass Political Universe’ (KPU)
    Oct 29 2024
    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 […]
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  • Chicago Way w/John Kass: Countdown to Election Day, what happens if…
    Oct 21 2024
    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 […]
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  • Chicago Way w/John Kass: Brandon Johnson, dirty laundry, and a SW Side police station
    Oct 14 2024
    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 […]
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  • Chicago Way w/John Kass: Brandon Johnson is a disaster for CPS students
    Oct 7 2024
    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 […]
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  • Chicago Way w/John Kass: Miranda Devine, ‘The Big Guy,’ and Kamala’s future
    Sep 30 2024
    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 […]
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