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  • Chicago Way w/John Kass: When cops become decoys

    Chicago Way w/John Kass: When cops become decoys
    2026/07/13
    Chicago Way w/John Kass (07/13/26): John Kass & Jeff Carlin welcome retired Chief of Detectives for the Chicago Police Department, Gene Roy, to discuss how dishonorably the outgoing Supt. Larry Snelling was treated by Mayor Brandon Johnson, what it’s like working in an understaffed district, and who should be tabbed to take of the CPD. […]
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  • Chicago Way w/John Kass: How the world realized America is great

    Chicago Way w/John Kass: How the world realized America is great
    2026/06/29
    Chicago Way w/John Kass (06/30/26): John Kass & Jeff Carlin are back this week to dive into what the current state of American culture means to the rest of the world, how failures that stack up when we elect/hire/listen to unqualified leaders, and a stack of questions from listeners. Plus, Kasso is VERY confident the […]
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  • Chicago Way w/John Kass: 250 years of common sense, now this?

    Chicago Way w/John Kass: 250 years of common sense, now this?
    2026/07/06
    Chicago Way w/John Kass (07/07/26): Happy Birthday America! Charles Lipson joins John Kass & Jeff Carlin for a look at who is pushing the narrative that the US is bad, why people can’t seem to agree on common sense anymore, and what is at risk if we dismantle institutions like the Constitution. Charles is Professor […]
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  • Chicago Way w/John Kass: Reissue – Episode #6 from February of 2016

    Chicago Way w/John Kass: Reissue – Episode #6 from February of 2016
    2026/06/22
    Chicago Way w/John Kass (06/22/26): Re-Issue: Episode #6 from 02/10/206. Cartoonist Scott Stantis joins John Kass & Jeff Carlin to discuss what turns out to be the end of Rahm Emanuel’s tenure as Chicago Mayor, the 2016 primary season featuring Hillary Clinton vs. Bernie Sanders & Donald Trump vs. establishment everything, and meet two drivers […]
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  • Chicago Way w/John Kass: What we don’t talk about says a lot

    Chicago Way w/John Kass: What we don’t talk about says a lot
    2026/06/15
    Chicago Way w/John Kass (06/15/26): John Kass & Jeff Carlin are together to talk about the things we don’t talk about when violence happens, how Chicago Democrats let the Bears go to Indiana to save face, and why the Obama Presidential Center allegedly owes people money, already. Plus, Kasso remembers the first time meeting his […]
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  • Chicago Way w/John Kass: Reissue – Episode #1 from January of 2016

    Chicago Way w/John Kass: Reissue – Episode #1 from January of 2016
    2026/06/08
    Chicago Way w/John Kass (06/08/26): John is off this week, celebrating his son’s wedding, so we bring you a reissue from January of 2016. The first episode, featuring John Kass, Will Lee, and Jeff Carlin, talking about a strange hat controversy at a local TV station, bizarre news stories on TV, Will’s amazing story about […]
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  • Chicago Way w/John Kass: Does Mayor Brandon Johnson even want to run again?

    Chicago Way w/John Kass: Does Mayor Brandon Johnson even want to run again?
    2026/05/31
    Chicago Way w/John Kass (05/31/26): Ald. Ray Lopez (15th) joins John Kass & Jeff Carlin with questions about Chuy Garcia’s old school political tactics, whether or not Brandon Johnson has the heart to run for re-election, and why his fellow alders are finally getting behind his proposal to hold parents of violent teens accountable? Also, […]
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  • Chicago Way w/John Kass: Summer is for the brave

    Chicago Way w/John Kass: Summer is for the brave
    2026/05/26
    Chicago Way w/John Kass (05/26/26): John Kass & Jeff Carlin celebrate the bravery it takes to face violent warm summer nights in Chicago in the face of gang wars and ‘teen takeovers.’ Plus, Kasso has a ‘Happy’ pet peeve. Follow Everything John Kass – JohnKassNews.com Follow @John_Kass Follow @JPCarlin Download this episode here by using […]
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