Episodes

  • Chicago Way w/John Kass: Hopium and the well-dressed chili powder thief

    Chicago Way w/John Kass: Hopium and the well-dressed chili powder thief
    May 11 2026
    Chicago Way w/John Kass (05/11/26): John Kass & Jeff Carlin remember his late mother, Betty Kass, and as she would have wanted, move on to the ugly Obama Presidential Center building, Chicago alders wanting Walgreens to be criminally charged for closing stores, and Stephen Colbert smirking his way through a farce of an interview with […]
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    Less than 1 minute
  • Chicago Way w/John Kass: ‘Tips’ for Mother’s Day

    Chicago Way w/John Kass: ‘Tips’ for Mother’s Day
    May 4 2026
    Chicago Way w/John Kass (05/05/26): On this episode, revered Chicago restaurateur Jimmy Banakis joins John Kass & Jeff Carlin to discuss how tipping became an american tradition and what it means to the industry. Plus, Kasso wonders if there is a trick to surviving Mother’s Day at a restaurant? Follow Everything John Kass – JohnKassNews.com […]
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  • Chicago Way w/John Kass: A different time in D.C.

    Chicago Way w/John Kass: A different time in D.C.
    Apr 27 2026
    Chicago Way w/John Kass (04/27/26): John Kass & Jeff Carlin tackle news of the week including a Chicago Police officer being killed in the line of duty, chaos at the White House Correspondents’ Dinner, and news former Mayor Richard M. Daley is recovering from a stroke. Plus, Kasso wonders if the Chicago Teachers’ Union take […]
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    Less than 1 minute
  • Chicago Way w/John Kass: On the hunt for politicization in U.S. intelligence

    Chicago Way w/John Kass: On the hunt for politicization in U.S. intelligence
    Apr 20 2026
    Chicago Way w/John Kass (04/20/26): Nicholas S. Kass joins John Kass & Jeff Carlin to talk about his latest piece, Keep the Kurds Out of the Iran War, in the American Conservative. Nick is John’s younger brother and served in the U.S. government for over 30 years at the White House/National Security Council, State Department, […]
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  • Chicago Way w/John Kass: A time for reflection

    Chicago Way w/John Kass: A time for reflection
    Apr 13 2026
    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. Check out more from Kass at JohnKassNews.com or contact me at john@johnkassnews.com, or Facebook, […]
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  • Chicago Way w/John Kass: Trump’s Iranian tightrope

    Chicago Way w/John Kass: Trump’s Iranian tightrope
    Apr 6 2026
    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 […]
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  • Chicago Way w/John Kass: Alders warn us ‘wrong place, wrong time’ but they created this

    Chicago Way w/John Kass: Alders warn us ‘wrong place, wrong time’ but they created this
    Mar 30 2026
    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 […]
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  • Chicago Way w/John Kass: A blueprint for getting involved in the Republic

    Chicago Way w/John Kass: A blueprint for getting involved in the Republic
    Mar 23 2026
    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 […]
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    Less than 1 minute