Kelly Leonard began his journey with Second City in 1988, rising to the role of producer in 1992 and serving as Executive Vice President until 2015. He is currently serving as the Vice President of creativity, innovation, and business development at The Second City. During his tenure, he produced hundreds of original revues, showcasing the talents of comedy icons such as Stephen Colbert, Tina Fey, Keegan-Michael Key, Seth Meyers, and Amy Poehler. Leonard is the author of Yes, And, a book praised by Vanity Fair and The Washington Post. He now co-leads a groundbreaking collaboration with the University of Chicago's Booth School, exploring behavioral science through the lens of improvisation. A sought-after speaker, Leonard has appeared at events including the Aspen Ideas Festival, Chicago Ideas Week, and TEDxBroadway. He also hosts the popular podcast Getting to Yes, And, produced by Second City Works and WGN.
Interview Links
Abstract
Audio Interview
Amid the lively hum of a kitchen prepping for the evening’s show, Scot Loyd interviews Kelly Leonard on Second City’s iconic Mainstage. Leonard shares the rich history of the theater, offering behind-the-scenes stories of its legendary performers and the creative magic that made it a comedy institution.