Dean Richards, entertainment reporter for WGN, joins Bob Sirott to provide the latest news in entertainment. Bob and Dean talk about what to expect from Diddy’s sentencing hearing, the celebrities that have donated to Texas relief efforts, and the cause of Michael Madsen’s death. They also share some fun moments from Ringo Starr’s birthday celebration, Mattel’s new Barbie model, and what’s new in home video.

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:

From 12 People To 4,000: How A Free Pilates Class Took Over Oak Street Beach: Olivia Santelli began leading the Friday sunrise classes last year to help manage her depression and anxiety. Now, Rise Pilates is her full-time job that draws thousands. “This is incredible.”

Lincoln Park’s Leon Hotel, A Former SRO Building, Could Be Redeveloped Into Apartments: The proposal would add a two-story addition to the century-old hotel building and convert it into 25 apartments.

Chicago Public Library Rolls Out The Summer Reading Program For Adults You’ve Been Dreaming Of: Adults who complete six of 10 summer reading and program activities at local libraries will win a Chicago Public Library hat and be entered into a raffle.

Humboldt Park’s 1st Factory-Built Homes Are Complete, And More Are Coming: Modular house company Inherent Homes is also building six single-family homes and one two-flat building on vacant Humboldt Park land in partnership with the city.

On July 9th, 2025, Steve Grzanich shares today’s potential market drivers:

Chicago Tribune chief political reporter Rick Pearson joins Bob Sirott to explain the main points of President Trump’s “Big, Beautiful Bill” and the email concerning seniors and social security. He also shares his thoughts on Elon Musk’s “America Party.”

Social media strategist and expert Scott Kleinberg joins Bob Sirott this morning to talk about the functions of AI, like summarizing long emails, organizing documents, and generating images, as well as how people can learn to use it in their everyday lives. He also answers this week’s genius bar question.

Dean Richards, entertainment reporter for WGN, joins Bob Sirott to provide the latest news in entertainment. Bob and Dean share details about who the highest-paid lead actor is, the new “Hot Wheels” movie, and why Michael Douglas could be stepping down from acting. They also talk about an auction with some of Richard Simmons’ personal items, half price tickets at AMC, and Dean’s interviews with the cast of the “Superman” movie.

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:

Leo High School’s Choir Wowed The ‘America’s Got Talent’ Judges — And They’re Just Getting Started: The 22 South Side students won over the famously harsh Simon Cowell and the other celebrity judges. The choir heads back to L.A. in August for the quarterfinals.

360,000 Illinois Residents To Lose Food Assistance Due To Trump’s ‘Big Beautiful Bill,’ Pritzker Says: New work requirements for SNAP benefits and shifting funding burdens to the states will strip food assistance from thousands of unhoused people, veterans and older residents, Gov. JB Pritzker’s office warned.

Strange Bar Sunday Has Tracked Chicago’s Weirdest Watering Holes For More Than A Decade: “Every time we think we’ve been everywhere, we keep finding new gems,” said two longtime drinking buddies, who post anonymously on their popular Instagram account, Strange Bar Sunday.

Paul Nolte, Senior Wealth Advisor & Market Strategist for Murphy & Sylvest, joins Bob Sirott to explain the process of tariffs and their impacts on the markets. He also talks about the Federal Reserve’s current stance on interest rates, employment numbers, and why stocks are historically better in July.

On July 8th, 2025, Steve Grzanich shares today’s potential market drivers:

Public artist of the You Are Beautiful project Matthew Hoffman joins Wendy Snyder (in for Bob Sirott) to talk about when he created his famous stickers and what inspired him. He also shares where you can find some of his well-known pieces and what they have available at their shop in Chicago.

For more information, visit You-Are-Beautiful.Com.