Littles played for five seasons with the Carolina Cougars (1969–74). He was named to the All-Rookie Team in 1970. He then played for one season (1974–75) with the Kentucky Colonels. With Kentucky, Littles was a member of the Colonels team that won the 1975 ABA Championship.
After his playing career, Littles got into coaching, and became an assistant with the Cleveland Cavaliers of the National Basketball Association (NBA). Littles then served as the Head Basketball Coach at North Carolina A&T from 1977-1979. Littles led the team to two stright MEAC Tournament Championships. He got his first taste of NBA head coaching when George Karl was dismissed at the end of the 1985–86 season. The Cavaliers next year hired Lenny Wilkens, however.