Jason Sudeikis delivered his sketches with a dry wit and a smugness that often left viewers feeling there was more to the joke than he was letting on, yet he radiated an endearing Everyman quality while playing even the most obnoxious of characters. The talented performer made the rounds in Chicago's club circuit before landing a coveted spot on the iconic sketch comedy series, "Saturday Night Live" (NBC, 1975- ); first as a writer and then a cast member. Sudeikis quickly gained a huge fan base with his memorable portrayals of an ESPN sportscaster promoting feminine hygiene products, or of an annoying preppy with zero social skills. One of his biggest fans was the equally talented "SNL" alum, Tina Fey, who cast Sudeikis as her one-true-love interest on her hit series, "30 Rock" (NBC, 2006- ). As he savored his small screen success, he also began racking up supporting roles in feature films like "What Happens in Vegas" (2008), "Semi-Pro" (2008), and "Going the Distance" (2010). A starring role in the dark comedy "Horrible Bosses" (2011) pitted Sudeikis against more seasoned actors like Jamie Foxx, Jason Bateman and Jennifer Aniston, and established him not only as an A-list comedian but positioned him to become a bankable movie star.