Charna Halpern July 2, 2026 at 3:41 p.m. The legendary improv instructor, 65, on Del Close, Tina Fey, and slow comedy
Rich Koz July 2, 2026 at 3:37 p.m. The Svengoolie host, 65, on horror films, stick-on mustaches, and Mark Hamill
Karen Lewis July 2, 2026 at 3:50 p.m. The Chicago Teachers Union chief, 64, on battling cancer and Bruce Rauner
Victor Skrebneski July 2, 2026 at 3:50 p.m. The famed portrait photographer, 87, on shooting Bowie and advising Daley
Rich Melman July 2, 2026 at 3:54 p.m. The Lettuce Entertain You founder on his tough dad and abusive customers
Jesse White July 2, 2026 at 3:56 p.m. The secretary of state and tumbler king on fast talking and fast driving
Jeff Garlin July 2, 2026 at 3:58 p.m. The comedian on his napping skills and his man crush on Joe Maddon
Sugar Rautbord July 2, 2026 at 4:07 p.m. The socialite novelist on gossip, allies, and a scary boat trip with Trump’s ex
Robert Falls July 2, 2026 at 4:08 p.m. The Goodman Theatre artistic director on five-hour plays and cleaning toilets
Chilli Pepper July 2, 2026 at 4:11 p.m. The iconic female impersonator on duct tape, Oprah, and bitchiness