Chicago Way w/John Kass (04/13/26): John Kass is back with Jeff Carlin to catch up on some big news from John’s brother Nick, our friend Sal Carmada, and a budding feud on JohnKassNews.com. Plus, Kasso urges everyone to take of your heart, your spiritual heart.

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Chicago Way w/John Kass (04/06/26): Charles Lipson joins Jeff Carlin (John Kass is out this week) to talk about how war in Iran will alter President Donald Trump’s legacy as Commander-in-Chief Charles. 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. Check him out at CharlesLipson.com

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Chicago Way w/John Kass (03/30/26): This week, John Kass & Jeff are joined by Rafael Mangual, the Nick Ohnell Fellow and head of research for the Policing & Public Safety Initiative at the Manhattan Institute and a contributing editor of City Journal. On the docket, why Democrats make excuses for violent crimes, ignore the pain of victims, and is the media silent to the cries of parents? Plus, Kasso tires to understand what Chicago Alder. Maria Hadden means when she says a dead Loyola student was in the ‘wrong place and wrong time’ are in Chicago?

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Chicago Way w/John Kass (03/23/26): Former State Rep. Tom Morrison is here to talk about his ‘complete ​blueprint for winning ​a local or state race’ at CandidateMasterclass.com and why it is so important as the country prepares to mark the 250th anniversary of the signing of the Declaration of Independence, everyone takes an active role in keep the republic healthy. Tom also talks with John Kass & Jeff Carlin how Hillsdale College prepared him for his career.

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Chicago Way w/John Kass (03/17/26): This week, the Honorable Judge James R. Brown (ret.) returns to the podcast with Brendan Philbin, Senior Counsel at the Liberty Justice Center, to discuss a federal civil rights lawsuit filed on behalf of Judge Brown, who was removed from his judicial recall appointment after Illinois Supreme Court justices retaliated against him for exercising his First Amendment rights as a private citizen. Plus, Kasso wonders if when we’re really faced with authoritarianism, will we recognize it?

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Chicago Way w/John Kass (03/10/26): Dan Proft, co-host of “The Morning Answer” radio program 5-9 a.m. on WIND AM 560, is this week’s guest joining John Kass & Jeff Carlin to discuss the Illinois governor’s race, specifically the Republican primary that has seen second-time candidate Darren Bailey take umbrage with Dan being paid to work on behalf of first-time candidate, Ted Dabrowski. Plus, Kasso wonders why the Chicago Tribune isn’t endorsing anyone in the Republican primary?

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Chicago Way w/John Kass (03/03/26): John Kass is back. John joins Jeff Carlin to talk about what’s kept him away and what’s next. Plus, Kasso wonders if we really appreciate what we have?

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Chicago Way w/John Kass (02/23/26): Nicholas Kass steps in for Jeff Carlin & John Kass as illness plagues the Kasso-sphere to present one of his favorite JohnKassNews.com columns, Riding a Good Horse in the Snow, Part 2. Nick is a regular contributor and, most notably, a retired U.S. Foreign Service officer, diplomat, and Intelligence expert with 30+ years of experience in the field. Enjoy.

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Chicago Way w/John Kass (02/16/26): Mike “Houli” Houlihan, a well-known Irish-American actor, filmmaker, stand-up comedian, and former Chicago Sun-Times columnist, joins Jeff Carlin while John Kass regains his voice. Houli has a new piece on JohnKassNews.com and is always working on multiple projects at Hibernian Media.

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Chicago Way w/John Kass (02/09/26): Charles Lipson is back playing pinch-hitter for John Kass, who lost his voice educating bright young minds at Hillsdale College, and joins Jeff Carlin with a dive into how we quantify trust.

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