The Second City, Illinois
Kelly Leonard is the Vice President of Creative Strategy, Innovation and Business Development at The Second City. His book, “Yes, And,” was published to critical acclaim by HarperCollins. Kelly oversaw groundbreaking collaborations with The Center for Decision Research at the Booth School of Businsess aht looked at the intersection of improvisation and behavioral science as well as co-developing an "Improvisation for Caregivers" program with Caring Across Generations and the Cleveland Clinic. Kelly has spoken at Aspen Ideas Festival, Microsoft, Coca-Cola, TEDx Broadway and has guest lectured at Stanford’s Graduate School of Business and The Kellogg School of Management at Northwestern University. He hosts the podcast “Getting to Yes, And” for The Second City and WGN radio. For over twenty years, he oversaw Second City’s live theatrical divisions working with such talent as Tina Fey, Stephen Colbert, Amy Poehler, Seth Meyers, Keegan-Michael Key and others. He and his wife Anne Libera were awarded the Creative Voice Award in 2019 by Arts Alliance Illinois.
Monday, March 23, 2026
10:10 AM - 11:45 AM Central Time
Disclosure(s): No relevant financial relationship(s) to disclose.