Dick became a star on MTV's The Andy Dick Show, specializing in outrageous and rude humor helped along by his own nerdy and dimpled appearance. (He is sometimes compared to a similar MTV personality, Tom Green.) Dick also starred with Phil Hartman on the hit TV show News Radio, playing the clumsy reporter Matthew Brock. He has played character roles in many films, including Reality Bites (1994, with Janeane Garofalo), The Cable Guy (1996, with Jim Carrey), Inspector Gadget (1999, with Matthew Broderick) and Road Trip (2000, with Green). In 1999 he pleaded guilty to cocaine and marijuana possession after crashing his car in Hollywood; he entered an 18-month drug diversion program, then returned to acting in 2001.
Dick is known for his brushes with doomed celebrities: besides co-starring with the late Phil Hartman, he was a rehab partner of comedian Chris Farley and he had been out in Las Vegas with Suddenly Susan co-star David Strickland hours before Strickland committed suicide in 1999.