Bob Sirott

Choose Chicago President and CEO Kristen Reynolds joins Bob Sirott to talk about the progress of Chicago’s businesses in the Loop post-COVID and how you can learn more about the city’s architecture through various tours. She also highlights some fun things to do in the Loop for this Valentine’s Day, including Chicago Restaurant Week and Chicago Theatre Week

President and CEO of the Better Business Bureau Steve Bernas joins Bob Sirott to discuss Super Bowl betting scams, what to be aware of if you’re traveling to Italy, and how to know if a job ad is fake. He also shares some ways unknown callers try to scam you, what to know during Identity Theft Awareness Month, and a phone scam warning from the Geneva Police Department.

Dean Richards, entertainment reporter for WGN, joins Bob Sirott to provide the latest news in entertainment. Bob and Dean talk about the top streaming series and movies for 2025, as well as which films were added to the National Film Registry. They also share details about Justin Bieber’s upcoming Grammy’s performance and Dean’s interview with Sam Raimi.

Columnist and film critic Richard Roeper joins Bob Sirott to talk about how commercials during the Super Bowl are increasingly more anticipated each year and just how much money companies pay for the ads. They share some of their favorite anticipated commercials and the celebrities that star in them.

Stephanie Lulay, Executive editor and Co-Founder of Block Club Chicago, joins Bob Sirott to share the latest Chicago neighborhood stories. She provides details on:

‘Abolish ICE’ Submitted 9,200 Times For Chicago Snowplow Naming Contest, Records Show: Anti-ICE sentiments made up nearly 80 percent of submissions. Voting for the top six names opens Sunday and runs through Feb. 14.

Women’s Sports Bar From NU Alumna Opening Near Wrigley Field: After years in Chicago’s nightlife scene, former Northwestern basketball player Clarissa Flores is launching Level Sporting Club to put women’s sports front and center.

Fugitive Ex-Loretto Leader At Center Of $300 Million COVID Scandal Arrested In Serbia: Anosh Ahmed had been living abroad — with federal prosecutors calling him a “fugitive” — since shortly before prosecutors brought charges against him in the Loretto Hospital case.

Jake Braund (Portfolio Manager, Wealth Management & Institutional Services at Associated Bank) joins Steve Grzanich in today’s Associated Bank Thought Leader conversation to discuss where interest rates stand, where they may be headed, and why the Federal Reserve’s independence is critical to the financial industry.

On January 29th, 2026, Steve Grzanich shares today’s potential market drivers:

Anna Davlantes, WGN Radio’s investigative correspondent, joins Bob Sirott to share what happened this week in Chicago history. Stories include Chicago’s worst snowstorm, the Bears’ Super Bowl win in 1986, the debut of the Bit-O-Honey candy, and more.

Karen Conti, Chicago trial attorney, joins Bob Sirott to discuss the laws when having a concealed carry license and the allegations against the U.S. government from families of men killed in air strikes last October. She also shares details about a Uvalde officer who was acquitted of all charges and why Meta is on trial in Los Angeles.

Dean Richards, entertainment reporter for WGN, joins Bob Sirott to provide the latest news in entertainment. Bob and Dean talk about why Neil Young is allowing people in Greenland to use his music for free, Lady Gaga’s Super Bowl commercial, and the millions of people who signed up for the Harry Styles tour presale. They also share details about a “Dirty Dancing” sequel, when the next season of “Ted Lasso” will be released, and what’s new in home video this week.