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  • Chicago Way w/John Kass: Miranda ‘Bulldog’ Devine on Trump’s second first month

    Chicago Way w/John Kass: Miranda ‘Bulldog’ Devine on Trump’s second first month
    2025/02/24
    Chicago Way w/John Kass (02/24/25): New York Post columnist Miranda Devine joins John Kass and Jeff Carlin to discuss President Trump’s breakneck first month back in office and why bulldogs like Kash Patel & Elon Musk have the Deep State reeling from the breadth and scope of their efficiency. Plus, Kass wonders if an English Bulldog should be […]
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  • Chicago Way w/John Kass: The fall of Madigan and revival of Blago?

    Chicago Way w/John Kass: The fall of Madigan and revival of Blago?
    2025/02/17
    Chicago Way w/John Kass (02/17/25): This week, John Kass & Jeff Carlin take on the week’s news, starting with the long-awaited guilty verdict in People v. Michael J. Madigan and ending with tear-jerking film recommendations. Also on the docket, ex-governor Rod Blagojevich was back in the headlines after receiving a full pardon from President Donald […]
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  • Chicago Way w/John Kass: The messianic complex plaguing the city’s future

    Chicago Way w/John Kass: The messianic complex plaguing the city’s future
    2025/02/10
    Chicago Way w/John Kass (02/10/25): Just in time for Valentine’s Day, Ald. Ray Lopez (15th) explains the special purpose room that houses a bounty of gifts on the 5th Floor of Chicago City Call and why he thinks it will take someone special to help Chicago course-correct before it’s too late. Plus, Kasso wonders who […]
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  • Chicago Way w/John Kass: The Tulsi Effect

    Chicago Way w/John Kass: The Tulsi Effect
    2025/02/03
    Chicago Way w/John Kass (02/03/25): This week, 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, joins John Kass & Jeff Carlin to talk about why he signed his name to […]
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  • Chicago Way w/John Kass: The Good, the Bad, & the Incompetent

    Chicago Way w/John Kass: The Good, the Bad, & the Incompetent
    2025/01/27
    Chicago Way w/John Kass (01/27/25): Charles Lipson, the Peter B. Ritzma Professor of Political Science Emeritus at the University of Chicago, joins John Kass and Jeff Carlin this week with a focus on President Donald Trump’s ‘First Hundred Hours,’ his trips to North Carolina & California, and what pushback from within the GOP he might […]
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  • Chicago Way w/John Kass: Trump 2.0

    Chicago Way w/John Kass: Trump 2.0
    2025/01/20
    Chicago Way w/John Kass (01/20/25): Inauguration Day is here and so is Dan Proft, co-host of “The Morning Answer” radio program and host of ‘Counter Culture’ podcast, to join John Kass & Jeff Carlin with a look at what Lawfare ‘retribution’ and ‘vengeance’ the Trump Administration will dole out with the likes of Kash Patel […]
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  • Chicago Way w/John Kass: Idiot Wind

    Chicago Way w/John Kass: Idiot Wind
    2025/01/13
    Chicago Way w/John Kass (01/13/25): On this episode, Austin Berg is here from the Illinois Policy Institute to explain why Chicago needs a charter, a new mayor, and better fiscal sense to John Kass & Jeff Carlin. Plus, Kasso wonders if Idiot Wind(s) is a only a coastal concern? Check out more from Kass at JohnKassNews.com or […]
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  • Chicago Way w/John Kass: Hot Toddy or Buttered Rum?

    Chicago Way w/John Kass: Hot Toddy or Buttered Rum?
    2025/01/06
    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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