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Bob Sirott

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The Bob Sirott Podcast from Chicago"s Very Own, 720 WGN

news & politics

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Associated Bank Market Outlook: 7/25/25

Bob Sirott ·

2025/07/25

On July 25th, 2025, Dave Schwan, filling in for Steve Grzanich, shares today’s potential market drivers:

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Richard Roeper: Late night hosts need to lose the...

Bob Sirott ·

2025/07/24

Columnist and film critic Richard Roeper joins Bob Sirott to discuss Ozzy Osbourne’s music in media through the years and how his family showed up in an “Austin Powers” movie. They also talk about the canceling of “The Late Show With Stephen Colbert” and how late night TV has changed over the years.

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That ad on Facebook could be fake

Bob Sirott ·

2025/07/24

President and CEO of the Better Business Bureau Steve Bernas joins Bob Sirott to explain why you should be cautious of ads on Facebook and what to do if you get a phone call from an unfamiliar phone number. He also talks about fake texts from the DMV and how scammers can try to steal you bank account.

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Extremely Local News: Rosa’s Lounge Records helping...

Bob Sirott ·

2025/07/24

Shamus Toomey, Editor in Chief and co-founder of Block Club Chicago, joins Bob Sirott to share the latest Chicago neighborhood stories. Shamus has details on: Rosa’s Lounge Launches Independent Record Label To Spotlight Chicago’s ‘Unrecorded’ Talent: Rosa’s Lounge Records is a joint venture between the founders and artists, who will retain their music rights and license […]

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Dean Richards’ Entertainment Report: ‘Happy Gilmore...

Bob Sirott ·

2025/07/24

Cindy Pearlman, senior writer for the New York Times and entertainment columnist for the Las Vegas Review-Journal, joins Bob Sirott to share details about HBO Max’s new series “IT: Welcome to Derry,” as well as the supporting cast in “Happy Gilmore 2.” She also talk about the last season of the Apple TV + series […]

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Thought Leader Doug McClure shares a positive outlook...

Bob Sirott ·

2025/07/24

This week Steve Grzanich is joined by Thought Leader Doug McClure (Senior Vice President and Team Leader, Commercial Banking at Associated Bank) to discuss how the chances of a recession have decreased over the last three months. Doug also shares his thoughts on how companies in the U.S. are dealing with tariffs.

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Associated Bank Market Outlook: 7/24/25

Bob Sirott ·

2025/07/24

On July 24th, 2025, Kevin Wells, filling in for Steve Grzanich, shares today’s potential market drivers:

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Karen Conti: What to expect from DOJ’s meeting with...

Bob Sirott ·

2025/07/23

Karen Conti, Chicago trial attorney, joins Bob Sirott to talk about the DOJ’s plans to meet with Jeffrey Epstein’s girlfriend, Ghislaine Maxwell, and how this could be beneficial to her. She also discusses what will happen for the sentencing of the Idaho murders and what we can expect in terms of sentencing.

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When should you use your airline miles?

Bob Sirott ·

2025/07/23

Johnny Jet, travel influencer, joins Bob Sirott to talk about how to beat the line at tourist destinations, when you should use your airline miles, and answers a listener’s question. He also discusses why you should stay away from coffee and tea on airplanes, new charges from rental car companies, and why bringing a portable charger […]

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Extremely Local News: Chicago artist creates stamps...

Bob Sirott ·

2025/07/23

Jen Sabella, the Director of Strategy and co-founder of Block Club Chicago, joins Bob Sirott to share the latest Chicago neighborhood stories. She provides details on: USPS Needed Stamps For Its 250th Anniversary. Local Cartoonist Chris Ware Delivered: Ware, a contributor to The New Yorker who began his career in Chicago’s alt weeklies, designed a sheet […]

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Dean Richards’ Entertainment Report: Malcolm-Jamal...

Bob Sirott ·

2025/07/23

Cindy Pearlman, senior writer for the New York Times and entertainment columnist for the Las Vegas Review-Journal, joins Bob Sirott to talk about the death of Malcolm-Jamal Warner and changes that are coming to the Marvel universe. She also has details about some new movies and TV shows, as well as what it means to […]

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Associated Bank Market Outlook: 7/23/25

Bob Sirott ·

2025/07/23

On July 23rd, 2025, Steve Grzanich shares today’s potential market drivers:

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Visit Bob Sirott’s softball cleats at Shuckin’ Shack...

Bob Sirott ·

2025/07/22

Owners of Naperville’s Shuckin’ Shack Oyster Bar Kyle and Angie Howard join Bob Sirott to talk about why they are interested in displaying Bob’s old softball cleats and a little history about the iconic shoes. They also share how the shoes will be displayed and gave a history of their restaurant.

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How will high grocery costs impact the economy?

Bob Sirott ·

2025/07/22

Craig Bolanos, co-founder and wealth advisor at VestGen Wealth Partners, joins Bob Sirott to discuss why the stock market is at an all-time high and if big tech stocks could help reenergize the market. He also explains whether or not the Fed could cut short-term interest rates and if higher costs at grocery stores will impact […]

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What to do if your smartphone overheats

Bob Sirott ·

2025/07/22

Social media strategist Scott Kleinberg joins Bob Sirott to talk about how the extreme heat can cause your technology to overheat and what some of those warning signs might be. He also shares tips for keeping you devices cool and answers this week’s genius bar question.

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Extremely Local News: Sculpture garden coming to the...

Bob Sirott ·

2025/07/22

Shamus Toomey, Editor in Chief and co-founder of Block Club Chicago, joins Bob Sirott to share the latest Chicago neighborhood stories. Shamus has details on: New North Side Red Line Stations Open After Years Of Construction, Closures: ‘We’re So Excited’: The new Lawrence, Argyle, Berwyn and Bryn Mawr Red Line stations opened Sunday to the delight […]

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Dean Richards’ Entertainment Report: Fleetwood Mac,...

Bob Sirott ·

2025/07/22

Cindy Pearlman, senior writer for the New York Times and entertainment columnist for the Las Vegas Review-Journal, joins Bob Sirott to talk about the collaboration between Billie Eilish and James Cameron, the rumors of a Fleetwood Mac reunion, and another season of “Ted Lasso.” She also shares details about new shows coming to streaming services […]

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Associated Bank Market Outlook: 7/22/25

Bob Sirott ·

2025/07/22

On July 22nd, 2025, Steve Grzanich shares today’s potential market drivers:

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When could the Epstein files be released?

Bob Sirott ·

2025/07/21

NewsNation Washington Correspondent Kellie Meyer joins Bob Sirott to talk about the requests to release the Epstein files and why experts are informing people not to expect it anytime soon. She also shared her experiences of asking President Trump questions and how she knows she’s asking the right questions.

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President Trump diagnosed with chronic venous...

Bob Sirott ·

2025/07/21

Chief Medical Officer at Central DuPage Hospital Dr. Thomas Moran joins Bob Sirott to explain what chronic venous insufficiency is, a study on a possible link between a virus and Parkinson’s, and why there is an increase in gastrointestinal cancer in people under fifty. He also talks about the link between oral health and your […]

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