Bob Sirott

Anna Davlantes, WGN Radio’s investigative correspondent, joins Bob Sirott to share what happened this week in Chicago history. Stories include the death of Lee Harvey Oswald, the release of “The Super Bowl Shuffle,” the first issue of Playboy magazine, and more.

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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:

Should Christkindlmarket Move? Mayor Floats Idea, But Vendors, Organizers Not So Sure: As vendors and organizers grapple with new city-ordered capacity limits for the popular Christmas market, Mayor Brandon Johnson said his office is looking at relocating it to a larger public space.

Warrior Wrestling Is Coming To Half Acre Friday: The independent wrestling series returns to Chicago after a two-year hiatus with a special appearance by All Elite Wrestling’s Willow Nightingale.

34 Heated Patios and Rooftops In Chicago Where You Can Eat, Drink And Be Merry This Winter: Even as the weather turns frightful, these heated patios, backyards and even rooftop igloos help keep winter nights delightful.

Dean Richards, entertainment reporter for WGN, joins Bob Sirott to provide the latest news in entertainment. Bob and Dean talk about a health announcement from Dave Coulier, Sabrina Carpenter’s message to the White House, and a tour announcement from Chicago and Styx. They also share details about Miley Cyrus’ engagement, highlights from the New York Film Critics Awards, the “Stranger Things” season five premiere, and what’s new in home video.

Lt. General Richard Newton, NewsNation National Security Contributor and former U.S. Air Force Assistant Vice Chief of Staff, joins Bob Sirott to talk about if there will be an investigation into the U.S. strikes in the Caribbean and how that could put our troops in danger. He also explains the process of how the admiral carries out orders and if he thinks a review of the released video is justified.

On December 3rd, 2025, Steve Grzanich shares today’s potential market drivers:

Social media strategist Scott Kleinberg joins Bob Sirott to talk about a study done by the Journal of the American Medical Association that observed the connection between social media and mental health. He also discusses the first step to cut down your time on social media, apps that are considered essential versus ones you can delete, and answers this week’s genius bar question.

Paul Nolte, Senior Wealth Advisor & Market Strategist for Murphy & Sylvest, joins Bob Sirott to talk about numbers from Cyber Monday spending and when we will see the economic reports catch up. He also discusses whether or not he thinks the Fed will cut rates and if gas prices will remain steady.

Dean Richards, entertainment reporter for WGN, joins Bob Sirott to provide the latest news in entertainment. Bob and Dean talk about what P Diddy’s lawyer is saying about his new documentary, the process of making “Toy Story 5,” and highlights from The Gotham Awards. They also share details about more Taylor Swift content coming to Disney+, John Travolta’s new TV commercial, and Dean’s interview with Matthew Lillard and Skeet Ulrich.

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:

Rogers Park’s New 400 Theaters Is Reopening As New Operator Revives 113-Year-Old Movie House: The operator of three historic movie theaters in Michigan has leased the shuttered Rogers Park theater, which was the city’s oldest continually running movie theater when it closed in 2023.

The Chicago Diner Is Closing Its Logan Square Location ‘After 13 Wonderful Years’: The famed vegetarian and vegan restaurant’s last day in Logan Square will be Dec. 12.

Chicago Artist Jazmin Rodriguez’s Playful Prints Are ‘Love Letters’ To The City: Humboldt Park native Jazmin Rodriguez draws vibrant digital illustrations of the city, inspired by the folkloric art of her Mexican and Puerto Rican heritage.

After Snowy Small Business Saturday, Chicago Shop Owners Urge Neighbors To Buy Local: With this weekend’s snowstorm keeping some customers home on Small Business Saturday, local businesses saw 40-60 percent drops in sales. They hope the rest of the season can make up for it.

Development manager at BEDS Plus, Erin Molek, joins Bob Sirott to talk about what they do in the community, how they’ve expanded through the years, and why Giving Tuesday is important to organizations like BEDS Plus. She also shares details about how people can help them, whether by donating money or volunteering your time, and how she personally became involved with BEDS Plus.