Wittman was with the Timberwolves for five seasons (1994-99) as an assistant coach before serving as head coach of the Cleveland Cavaliers for two seasons (1999-2001), where he compiled a 62-102 record. Wittman originally came to Minnesota from the Dallas Mavericks, where he spent the 1993-94 season as an assistant coach. He also served one season (1992-93) as an assistant coach with the Indiana Pacers.

A 1983 graduate of Indiana University, Wittman played nine seasons in the NBA. He was a first-round draft choice of the Washington Bullets but was dealt to the Atlanta Hawks prior to the start of the 1983-84 campaign. During his NBA playing career, Wittman saw action with the Hawks, Sacramento Kings and Pacers, averaging 7.4 points per game and shooting 50.1 percent from the floor.

A two-time academic All-American at Indiana, Wittman was a member of the Hoosiers' 1981 NCAA championship team and was named co-Big Ten Player of the Year as a senior in 1983. Wittman was honored in November 1995 with induction into the Indiana University Hall of Fame. A native of Indianapolis, Wittman and his wife, Kathy, have two children, Ryan and Lauren.