Bob Sirott

Cindy Pearlman Gaber, senior writer for the New York Times and entertainment columnist for the Las Vegas Review-Journal, joins Bob Sirott to talk about Harry Styles’ tour stops in Chicago, a health update from Billy Joel, and what critics are saying about “Practical Magic 2.” Jason Lesniewicz, senior director of cultural tourism at Choose Chicago, […]

On September 11th, 2026, Steve Grzanich shares today’s potential market drivers:

Consumer technology journalist and host of WGN Radio’s Techishly Jenn, Jennifer Jolly, joins Bob Sirott to talk about Apple’s new iPhone Duo and the features she likes about it. She also discusses whether or not it’s worth it to pre-order it and the possible dangers of AI.

Ron Romero, Founder & Chairman of the Board of the Illinois Rock & Roll Museum on Route 66, joins Bob Sirott to talk about the upcoming 5th annual Illinois Rock & Roll Hall of Fame Induction Ceremony and who will be performing. He also discusses the excitement surrounding the ceremony’s first time being in Chicago and […]

President and CEO of the Better Business Bureau Steve Bernas joins Bob Sirott to share details about a breach involving driver’s licenses and a fake hearing notice said to be from the Cook County Clerk. He also talks about how scammers can use AI to replicate someone’s voice and what some of the top places to work in […]

Quinn Myers, reporter for Block Club Chicago, joins Bob Sirott to share the latest Chicago neighborhood stories. Quinn has details on: Little Village Arch, MOJO Museum, Aspire Center Honored For Preservation Efforts: The Chicago structures are among six Illinois winners of the 2026 Landmarks Illinois Richard H. Driehaus Foundation Preservation Awards, which celebrate the restoration of [&#823...

Cindy Pearlman Gaber, senior writer for the New York Times and entertainment columnist for the Las Vegas Review-Journal, joins Bob Sirott to talk about the re-release of the original “Star Wars” movie, the return of “Get Smart,” and a new movie from Woody Allen. She also shares details about the sports comedy “Hot Curlers” and […]

Duston Detrick, Vice President and Business Banking Relationship Manager at Associated Bank, joins Steve Grzanich on this week’s Thought Leader conversation to discuss growing expectations of Federal Reserve interest rate hikes and the impact of inflation and rising energy costs on consumers and small businesses. He also shares insights on consumer debt, savings rates, and why some businesses are...

On September 10th, 2026, Steve Grzanich shares today’s potential market drivers:

2nd Ward Alderman Brian Hopkins joins Bob Sirott to talk about the teen takeovers that occurred over Labor Day weekend and why no arrests have been made. He also discusses the shortage of thousands of police officers throughout the city and what the plan is for future teen takeovers.

Matt Suhey, a former running back who played 10 seasons for the Bears, died over the weekend. The cause of death was considered natural according to a spokesperson for the Lake County Coroner’s Office. He was 68. Suhey’s teammate, Dan Hampton, joined Bob Sirott and Andy Masur to shares memories of the player who scored […]

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: Chicago Named The Most ‘Climate Resilient’ City On Earth: Chicago’s low physical exposure to coastal climate disasters like hurricanes and adaptation to weather risks contributed to its high rank. This doesn’t […]

Anna Davlantes, WGN Radio’s investigative correspondent, joins Bob Sirott to share what happened this week in Chicago history. Stories include the first time instant replay was used in a televised NFL game, the day Richard M. Daley ended his reign as mayor, the debut of WTTW, and more.

Cindy Pearlman Gaber, senior writer for the New York Times and entertainment columnist for the Las Vegas Review-Journal, joins Bob Sirott to talk about Stevie Wonder’s tour coming to Chicago and a new album from Miley Cyrus, who is just going by the name Miley now. She also shares details about the possible comeback of […]

Social media strategist Scott Kleinberg joins Bob Sirott to talk about how you can become more comfortable using your tech and how you can address concerns, such as privacy and scams. He also explains the best way you can remember your passwords, advice for using AI, and answers this week’s genius bar question.

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: Mayor’s Office Revises Renter Protection Ordinance, Giving Break To Small Landlords: The changes include reduced relocation payments and expanded exemptions as Mayor Brandon Johnson attempts to get the ordinance passed […...

Paul Nolte, Senior Wealth Advisor & Market Strategist for Murphy & Sylvest, joins Bob Sirott to talk about how midterm elections impact the markets and why the average return for September is typically negative. He also shares an update on the unemployment report and why people are focused on this week’s inflation numbers.

Cindy Pearlman Gaber, senior writer for the New York Times and entertainment columnist for the Las Vegas Review-Journal, joins Bob Sirott to share details about the holiday weekend box office numbers and a new trailer for an Elon Musk documentary. She also shares details on the progress of a Britney Spears documentary, a crime series […]

On September 9th, 2026, Steve Grzanich shares today’s potential market drivers:

On September 8th, 2026, Steve Grzanich shares today’s potential market drivers:

NBC 5 food reporter Kevin Pang joins Bob Sirott to talk about his favorite restaurants at in O’Hare International Airport, including Butcher & The Burger, Tocco, and Publican Tavern. He also flies over to Midway Airport, where he highlights Arami, Billy Goat Tavern, and The Original Mr. Beef.

Wall Street Journal reporter Anat Peled joins Bob Sirott to talk about information that was shared from Israeli intelligence that involves President Trump and Iran, as well as Trump’s response to the alleged threats. She also shares details about the relationship between President Trump and Prime Minister Netanyahu and her predictions of Israel’s upcoming election.

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: After Years Of Stopped Trains And Congestion, City To Improve Problematic Edgebrook Intersection: Transportation officials are seeking input on how to improve the area around the Edgebrook Metra Station. One option: […]

Blockbuster Blake Stubbs joins Bob Sirott to talk about a reboot of “Baywatch,” Anthony Hopkins’ record deal, and the AI feature on social media that impacts SAG-AFTRA members. Stephen Crano, senior manager and corporate communications for Choose Chicago, also joins Bob to share details about fun events happening throughout Chicago this weekend, like the Windy City Smok...

Marianne Murciano, Bob Sirott’s wife and founder of Savvy-Planet, joins Bob to discuss how you can get in touch with a company’s customer service department, even if they make it tough to get through. Some methods include calling in early, pressing ‘0’ multiple times, and continue asking for “customer service” or a “representative.” Marianne joins […...