Bob Sirott

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.

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 on a trip is essential.

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 of 20 stamps that show a mail carrier’s neighborhood journey. The stamps go on sale Wednesday.

The Flashy Fugitives: Ex-Loretto Leader And Pal Accused Of Stealing Millions Are Living Large In Dubai: Anosh Ahmed and Sameer Suhail could face years in prison in the United States — but they’ve fled abroad, court records show. Suhail has opened a luxe plastic surgery clinic, while Ahmed is making appeals to President Donald Trump.

Daddy Victory Club Shines A Light On Black Fatherhood — And Their Meetups Have Gone Viral: Kouri Marshall founded Daddy Victory Club to connect fathers and soon-to-be dads to neighbors and resources. Its monthly Daddy & Me Strolls have gone viral online, reaching more than 15 million people.

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 get “Coldplayed.”

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

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.

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 the economy.

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.

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 of neighbors who have dealt with the massive CTA construction project for over four years.

Montrose Harbor’s Park Bait Has Been A Mecca For Chicago Anglers For 90 Years: Stacey Greene opens Park Bait before dawn each day, running what’s likely the oldest tackle shop in Chicago — and one of the last selling live bait on the North Side.

National Puerto Rican Museum’s Outdoor Sculpture Garden, Education Space Coming In September: The space will be able to host everything from poetry and dance workshops to shows, high school field trips and community meetings, museum officials said.

Alderpeople Vs. Chicago Cops In 16-Inch Softball: ‘This Is The Best We’ve Gotten Along All Year’: Despite the Police Knights batting opposite-handed, the City Council softball team showed their legislative skills don’t transfer so easily to the diamond — though they still eked out a questionable win.

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 and the food wars between “The Sopranos” and “Sex and the City.”