We sat down the Executive Vice President of The Second City, Kelly Leonard, to discuss the history of the famed theater (4:40), the usefulness of improvisational comedy—both on and off the stage (10:30)—and how Leonard himself went from a dishwasher to an EVP (14:50). He breaks down his mindset when dealing with obstacles (19:10), explaining that challenges often force him to solve problems through creativity. He also tells some of his favorite stories from his time with The Second City, which includes a theft by Bill Murray (31:00), and reveals the value behind using the “Yes, and…” improvisation rule in our day-to-day lives (36:20). Finally, he concludes by discussing some of The Second City’s performance-enhancing programs for people of all different backgrounds and explains his vision for the future (45:40). Tune in for all this and more!

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