Dash's first major film role was in the Richard Pryor comedy Moving in 1988. She also had sizeable roles in Mo' Money and Renaissance Man during this time. In 1995, Dash starred as a femme fatale in a low budget film, Illegal in Blue. Dash received her big break with the 1995 film Clueless, which starred Alicia Silverstone and Brittany Murphy. Dash played Cher's high school best friend Dionne Marie Davenport, even though Dash was twenty-eight at the time. In 1996 the film spawned a television spinoff, also called Clueless, in which Dash reprised her role as Dionne and Rachel Blanchard played Cher. The series ran from 1996–1999.
After the television series ended, she appeared in View from the Top (2003) and smaller budget films, including Gang Of Roses (2003), and Getting Played (2005). She also has appeared in small guest roles on television shows such as Eve and CSI: Crime Scene Investigation. Dash played Vanessa Weir in the television series, The Strip, which was not successful and was canceled after several episodes.
After the television series ended, she appeared in View from the Top (2003) and smaller budget films, including Gang Of Roses (2003), and Getting Played (2005). She also has appeared in small guest roles on television shows such as Eve and CSI: Crime Scene Investigation. Dash played Vanessa Weir in the television series, The Strip, which was not successful and was canceled after several episodes.