Sharp is a native of Fargo, North Dakota, and throughout high school, he attended Trollwood Performing Arts School in North Fargo. Shortly after graduating high school, he moved to New York City to study acting at The American Academy of Dramatic Arts. He was a cast member of the 2001 Fox sitcom, Undeclared, starring alongside Seth Rogen, Carla Gallo, and Monica Keena. He had a recurring role on HBO's Six Feet Under, and the Fox series 'Til Death. Sharp then played Dougie in the critically acclaimed HBO series, Enlightened, created by Laura Dern and Mike White. Sharp replaced rapper-actor Mos Def in the comedy series shortly before filming began in 2010. He's very active in the improv community in Los Angeles, and is a member of UCB Harold team, "Belmonte".