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Intended to be a puppeteer in college, but dropped out to study comedy, including a stint with Boom Chicago in Amsterdam; while on a cast swap with Second City in Chicago in 2002, met his future comedic partner Keegan-Michael Key
Before the premiere of Key & Peele on Comedy Central in 2012, overlapped with Key for several seasons in the cast of MADtv
Unsuccessfully auditioned to play Barack Obama on Saturday Night Live in 2008 (the role went to Fred Armisen), but would earn acclaim for impersonating the president on Key & Peele in 2012
Like Key, has a black father and a white mother, a biracial status that provides a unique cultural sensitivity and informs much of their comedy
2019Producers Guild Awards-Darryl F. Zanuck Award for Outstanding Producer of Theatrical Motion Pictures:nominated