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Kelly Leonard. Kelly is the Executive Vice President of The Second City and President of Second City Theatricals. Kelly\\u2019s worked at the Second City since 1988, and has produced revues there that have included Stephen Colbert, Tina Fey, Steve Carell, Seth Myers, Adam McKay, Rachel Dratch, Amy Sedaris, and scores of others. Kelly\\u2019s recent productions included \\u201cThe Second City\\u2019s \\u2018A Christmas Carol: Twist My Dickens,\\u2019\\u201d and \\u201cThe Second City Guide to Opera\\u201d featuring Renee Fleming and Patrick Stewart with Lyric Opera Chicago.