Chicago Rejects Trump’s Help As 54 Shot Over Weekend (ft. Drea de Matteo)

Will Cain Country

FOX News Podcasts

News, Society & Culture, Sports News, News Commentary

4.7 • 2.1K Ratings

🗓️ 2 September 2025

⏱️ 82 minutes

🔗️ Recording | iTunes | RSS

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Summary

Story #1: In 'Quick Takes,' Will hits on the big stories of the week: Chicago Mayor Brandon Johnson and Gov. JB Pritzker (D-IL) worry about President Donald Trump's help on crime as 54 people are shot in Chicago over the weekend, and Patrick Bet-David confronts socialists in online debate while the 'New York Times' denies Zohran Mamdani's socialism Story #2: 'Off The Weekend' takes you behind the curtain of two big interviews: Vice President J.D. Vance and Barstool’s Dave Portnoy. Will shares what you didn’t see on-air, the questions that hit hardest, and answers your questions. Story #3: Emmy-winning actress Drea de Matteo joins Will to talk about her career, the state of Hollywood, and why she’s charting her own path in an industry that feels more broken than ever. From The Sopranos to today, Drea opens up about fame, resilience, and reinvention. Subscribe to 'Will Cain Country' on YouTube here: Watch Will Cain Country! Follow Will on X: @WillCain Learn more about your ad choices. Visit podcastchoices.com/adchoices

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0:19.0	Because with Paddy's super sub, your bet rolls over to the player coming on. Paddy Power. Valid on selected leagues and markets only. Pre-match and in-play bets on qualifying player outcome selections only. T's and Clusions apply. 18 plus, scummelaware. Dot-or. Hi, this is Ava from Vanta. In today's digital world, compliance regulations are changing constantly, and earning customer trust has never mattered more.
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1:51.6	Or Donald Trump is about to cancel the 2026 election with a federal takeover of Chicago, which is the real version of the future in America? Quick takes, including where is this communist utopia I keep hearing about that's promised for the United States? Two, behind the scenes with the Vice President, J.D. Vance, and my weekend in Columbus, Ohio.
1:56.6	Three, Emmy Award winning actress Drea DiMato.
1:59.1	joins us here on Will Cain Country.
2:13.1	It is Will Cain Country, streaming live at the Wilcane Country YouTube channel, the Fox News Facebook page, terrestrial radio across this great United States of America, but always available by
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2:23.1	A growing audience with us over on the Will Kane Country channel on YouTube.
2:27.9	We encourage you to make sure you subscribe, bookmarked, and like that page.
2:33.0	There you will get not just live streaming episodes of Will Kane Country, but unique.
2:38.1	Behind the scenes.
2:40.0	Coverage of everything that we do, including our interview with Vice President J.D. Vance.
2:44.6	There on that Will Cane Country YouTube channel, among the comments, mustering is the Williscia. People like Wins 0808, who comments,
2:59.5	Newsom is mocking Trump, not mimicking, learn to speak English. This is in response to our interview
	...

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