The Chicago Way

Latest Episodes:

Chicago Way w/John Kass: Mayor Brandon ‘Harold Washington’ Johnson Mar 24, 2025

Show notes

Chicago Way w/John Kass (03/24/25): John Kass & Jeff Carlin tackle Chicago Mayor Brandon calling himself the second coming of Harold Washington, his campaign donations from a law firm involved in a lawsuit with the city, and how begging for a 3% kickback from city vendors is working out. Plus, Carlin has an early nominee for Moutza of the Month after sensitive war plans for action in Yemen were sent to a reporter by Pete Hegseth, the secretary of defense.

Check out more from Kass at JohnKassNews.com or contact me at john@johnkassnews.com, or Facebook, or on X (Twitter). Tell your friends about us. Join the great adventure. Subscribe today! And read writings from John’s brother Nick for the American Conservative here and here.

https://serve.castfire.com/audio/7336920/7336920_2025-03-24-224020.64kmono.mp3
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The Chicago Way with John Kass

Chicago Way w/John Kass: The time is now for independent media in Illinois

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Kass: When good food is simple, what more do you need?

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Chicago Way w/John Kass: A hooley of a good time

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Kass: Mayor Brandon Johnson and the 40 flies

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Kass: Chicago Flips Red’s candidate for mayor

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Chicago Way w/John Kass: Why safety on the streets starts in the courtroom Mar 17, 2025

Show notes

Chicago Way w/John Kass (03/17/25): A newcomer to the podcast, Chicago Police Chief of Detectives (ret.) Gene Roy joins John Kass & Jeff Carlin to talk about how wearing a badge in Chicago has changed over the last forty years and look at what he sees as major flaws with the criminal justice & courts system in Cook County under the stewardship of Judge Tim Evans. Plus, Kasso wonders if Mayor Brandon “6.6% Approval Rating” Johnson will ever collect his precious 3% kick back from city contractors.

https://serve.castfire.com/audio/7326162/7326162_2025-03-17-194702.64kmono.mp3
Follow Everything John Kass – JohnKassNews.com
Follow @John_Kass Follow @JPCarlin
Download this episode here by using ‘Save As’ here
Subscribe to The Chicago Way

The Chicago Way with John Kass

Chicago Way w/John Kass: The time is now for independent media in Illinois

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: When good food is simple, what more do you need?

.cls-7{fill:#fff;fill-rule:evenodd}

Chicago Way w/John Kass: A hooley of a good time

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Mayor Brandon Johnson and the 40 flies

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Kass: Chicago Flips Red’s candidate for mayor

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Chicago Way w/John Kass: Charles Lipson on the truth about ‘free speech’ on campus Mar 10, 2025

Show notes

Chicago Way w/John Kass (03/10/25): Charles Lipson, joins John Kass & Jeff Carlin this week. 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. On the docket, President Trump’s address to Congress, the future of free speech on college campuses, and the role schools should play in indoctrinating the youth. Plus, Kasso ponders going back to college.

https://serve.castfire.com/audio/7316175/7316175_2025-03-10-210815.64kmono.mp3
Follow Everything John Kass – JohnKassNews.com
Follow @John_Kass Follow @JPCarlin
Download this episode here by using ‘Save As’ here
Subscribe to The Chicago Way

The Chicago Way with John Kass

Chicago Way w/John Kass: The time is now for independent media in Illinois

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: When good food is simple, what more do you need?

.cls-7{fill:#fff;fill-rule:evenodd}

Chicago Way w/John Kass: A hooley of a good time

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Mayor Brandon Johnson and the 40 flies

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Chicago Flips Red’s candidate for mayor

.cls-7{fill:#fff;fill-rule:evenodd} Click for more

Chicago Way w/John Kass: When fools rush in…and out Mar 03, 2025

Show notes

Chicago Way w/John Kass (03/03/25): Nicholas S. Kass joins John Kass & Jeff Carlin on the last episode to discuss the momentous blowup between President Donald Trump & President Volodymyr Zelenskyy at the White House and what this means for the future of Europe and NATO.

https://serve.castfire.com/audio/7305823/7305823_2025-03-03-220023.64kmono.mp3
Follow Everything John Kass – JohnKassNews.com
Follow @John_Kass Follow @JPCarlin
Download this episode here by using ‘Save As’ here
Subscribe to The Chicago Way

The Chicago Way with John Kass

Chicago Way w/John Kass: The time is now for independent media in Illinois

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: When good food is simple, what more do you need?

.cls-7{fill:#fff;fill-rule:evenodd}

Chicago Way w/John Kass: A hooley of a good time

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Mayor Brandon Johnson and the 40 flies

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Chicago Flips Red’s candidate for mayor

.cls-7{fill:#fff;fill-rule:evenodd} Click for more

Chicago Way w/John Kass: Miranda ‘Bulldog’ Devine on Trump’s second first month Feb 24, 2025

Show notes

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 his next dog?

Check out Miranda’s latest book, The Big Guy: How a President and His Son Sold Out America about how the Biden Family has used their influence to manipulate the levers of power and enrich themselves.

https://serve.castfire.com/audio/7295253/7295253_2025-02-24-223153.64kmono.mp3
Follow Everything John Kass – JohnKassNews.com
Follow @John_Kass Follow @JPCarlin
Download this episode here by using ‘Save As’ here
Subscribe to The Chicago Way

The Chicago Way with John Kass

Chicago Way w/John Kass: The time is now for independent media in Illinois

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: When good food is simple, what more do you need?

.cls-7{fill:#fff;fill-rule:evenodd}

Chicago Way w/John Kass: A hooley of a good time

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Mayor Brandon Johnson and the 40 flies

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Chicago Flips Red’s candidate for mayor

.cls-7{fill:#fff;fill-rule:evenodd} Click for more

Chicago Way w/John Kass: The fall of Madigan and revival of Blago? Feb 17, 2025

Show notes

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 Trump and a possible ‘conspiracy story’ concerning his future.

https://serve.castfire.com/audio/7285654/7285654_2025-02-17-225254.64kmono.mp3
Follow Everything John Kass – JohnKassNews.com
Follow @John_Kass Follow @JPCarlin
Download this episode here by using ‘Save As’ here
Subscribe to The Chicago Way

The Chicago Way with John Kass

Chicago Way w/John Kass: The time is now for independent media in Illinois

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: When good food is simple, what more do you need?

.cls-7{fill:#fff;fill-rule:evenodd}

Chicago Way w/John Kass: A hooley of a good time

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Mayor Brandon Johnson and the 40 flies

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Chicago Flips Red’s candidate for mayor

.cls-7{fill:#fff;fill-rule:evenodd} Click for more

Chicago Way w/John Kass: The messianic complex plaguing the city’s future Feb 10, 2025

Show notes

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 in the mainstream media will call out the ‘messianic complex’ that plagues the schools, the voters, and City Hall?

https://serve.castfire.com/audio/7274383/7274383_2025-02-10-194423.64kmono.mp3
Follow Everything John Kass – JohnKassNews.com
Follow @John_Kass Follow @JPCarlin
Download this episode here by using ‘Save As’ here
Subscribe to The Chicago Way

The Chicago Way with John Kass

Chicago Way w/John Kass: The time is now for independent media in Illinois

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: When good food is simple, what more do you need?

.cls-7{fill:#fff;fill-rule:evenodd}

Chicago Way w/John Kass: A hooley of a good time

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Mayor Brandon Johnson and the 40 flies

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Chicago Flips Red’s candidate for mayor

.cls-7{fill:#fff;fill-rule:evenodd} Click for more

Chicago Way w/John Kass: The Tulsi Effect Feb 03, 2025

Show notes

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 the letter supporting Tulsi Gabbard’s appointment to the post of Director of National Intelligence. Plus, Kasso wonders why members of the media & Congress act like caged monkeys at feeding time when it comes to President Trump’s agenda?

https://serve.castfire.com/audio/7256920/7256920_2025-02-03-223620.64kmono.mp3
Follow Everything John Kass – JohnKassNews.com
Follow @John_Kass Follow @JPCarlin
Download this episode here by using ‘Save As’ here
Subscribe to The Chicago Way

The Chicago Way with John Kass

Chicago Way w/John Kass: The time is now for independent media in Illinois

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: When good food is simple, what more do you need?

.cls-7{fill:#fff;fill-rule:evenodd}

Chicago Way w/John Kass: A hooley of a good time

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Mayor Brandon Johnson and the 40 flies

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Chicago Flips Red’s candidate for mayor

.cls-7{fill:#fff;fill-rule:evenodd} Click for more

Chicago Way w/John Kass: The Good, the Bad, & the Incompetent Jan 27, 2025

Show notes

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 face while implementing his immediate goals. Professor Lipson has a hot tip for good dumplings in Chicago’s vibrant Chinatown. Plus, Kasso wonders how many terriers it will take to catch all the rats hiding inside the bureaucracy?

https://serve.castfire.com/audio/7172096/7172096_2025-01-27-224436.64kmono.mp3
Follow Everything John Kass – JohnKassNews.com
Follow @John_Kass Follow @JPCarlin
Download this episode here by using ‘Save As’ here
Subscribe to The Chicago Way

The Chicago Way with John Kass

Chicago Way w/John Kass: The time is now for independent media in Illinois

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: When good food is simple, what more do you need?

.cls-7{fill:#fff;fill-rule:evenodd}

Chicago Way w/John Kass: A hooley of a good time

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Mayor Brandon Johnson and the 40 flies

.cls-7{fill:#fff;fill-rule:evenodd}

Kass: Chicago Flips Red’s candidate for mayor

.cls-7{fill:#fff;fill-rule:evenodd} Click for more

Chicago Way w/John Kass: Trump 2.0 Jan 20, 2025

Show notes

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 & Kim Bondi at the helm. Dan also offers up some of his favorite Chicago eats. Plus, Kasso wonders if the Justice Department has ever hired terriers to weed out rats?