Was was born in Detroit, Michigan. He graduated from Oak Park High School in the Detroit suburb of Oak Park, then attended the University of Michigan at Ann Arbor but dropped out after the first year. A journeyman musician, he grew up listening to the Detroit blues sound and the jazz music of John Coltrane and Miles Davis.
Using the stage name Don Was, he formed the group Was (Not Was) with school friend David Weiss (David Was). The group found commercial success in the 1980s—releasing four albums and logging several hit records. A jazz/R&B album of Hank Williams covers, Forever's A Long, Long Time was released in 1997, under the name Orquestra Was. In 2008, Was (Not Was) reunited for an acclaimed new album and tour.