In the 1990s, Sudeikis began his career in improv comedy. He began performing at ComedySportz (now called Comedy City) in Kansas City, Missouri. He moved to Chicago, Illinois, where he studied at the Annoyance Theatre and IO Theater (formerly known as ImprovOlympic) and was one of the founding members of the long form team, J.T.S. Brown. He performed with Boom Chicago in Amsterdam, Netherlands.
