After the success of the 1998 movie "There's Something About Mary," Twentieth Century Fox began looking for the next comedy to appeal to the Generation X audience. The studio saw something in Mike Judge's Saturday Night Live animated short "Milton" and convinced the animator to make his first live-action film.
Judge, known at the time for the animated shows "Beavis and Butthead" and "King of the Hill," seemed like the perfect choice to address a youthful audience raised on MTV, 1980s blockbusters, and cable television only to find cubicle life waiting for them beyond high school and college. Although the film initially drove studio executives crazy, it would become a cult classic.
In typical Mike Judge fashion, he pulled no punches with his humor. In "Office Space," Grammy-winning singer/songwriter Michael Bolton was squarely in his crosshairs. The film quickly became notorious for David Herman's portrayal of the eponymous character Michael Bolton, a menial employee of a software company who refuses to change his name even though he despises it. Bolton calls the real Michael Bolton a "no-talent ass clown" and exclaims, "Why should I change, he's the one that sucks."
So, what did the singer himself think of being the butt of the running Michael Bolton joke in the film?