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  • Chicago Way w/John Kass: Hot Toddy or Buttered Rum?

    Chicago Way w/John Kass: Hot Toddy or Buttered Rum?
    Jan 6 2025
    Chicago Way w/John Kass (01/06/25): In the first episode of 2025, John Kass & Jeff Carlin try to make sense of this year’s collection of the Presidential Medal of Freedom recipients, look forward to what 2025 has in store, and share a couple of recipes for staying warm. Plus, Kasso offers up a couple of […]
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  • Chicago Way w/John Kass: A chance to get things right in Syria

    Chicago Way w/John Kass: A chance to get things right in Syria
    Dec 30 2024
    Chicago Way w/John Kass (12/30/24): Joining John Kass & Jeff Carlin on the last episode of 2024 is a retired American diplomat with over 30-years of experience advising the most powerful leaders in the world on Middle East security matters and who also happens to be John’s younger brother, Nicholas S. Kass. The discussion centers […]
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  • Merry Christmas, from the Chicago Way

    Merry Christmas, from the Chicago Way
    Dec 23 2024
    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 […]
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  • Chicago Way w/John Kass: Mayor ‘Brandito’ scrambles, Alders coalesce, and budget flounders

    Chicago Way w/John Kass: Mayor ‘Brandito’ scrambles, Alders coalesce, and budget flounders
    Dec 16 2024
    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 […]
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  • Chicago Way w/John Kass: Can Trump’s DOGE-machine permanently remake govt?

    Chicago Way w/John Kass: Can Trump’s DOGE-machine permanently remake govt?
    Dec 9 2024
    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, […]
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  • Chicago Way w/John Kass: When the leftovers are gone

    Chicago Way w/John Kass: When the leftovers are gone
    Dec 2 2024
    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 […]
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  • Chicago Way w/John Kass: Thankful for freedom and a good brine recipe

    Chicago Way w/John Kass: Thankful for freedom and a good brine recipe
    Nov 25 2024
    Chicago Way w/John Kass (11/25/24): Joining John Kass & Jeff Carlin this week is a veteran, mother, politician, and conservative radio voice in Illinois, Jeanne Ives to talks about the need for Republicans in Illinois to stand up to Gov. JB Pritzker, what Donald Trump’s second term as President will mean for corruption in Illinois, […]
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  • Chicago Way w/John Kass: Cabinet chaos

    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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