Kelly Leonard has been at The Second City, where he now serves as Executive Director of its B2B branch, since 1988. He was responsible for hiring some of the most iconic names to come out of the theater, including Tina Fey, Stephen Colbert, Amy Sedaris, and Adam McKay. He also co-authored the book “Yes, And.” Today, Kelly helps companies apply The Second City’s methods to business. We talked with him about cultivating talent, responding in the face of ambiguity, why improv can help solve problems in communication, and washing dishes with Jon Favreau.