That was over 29 years ago in 1992.
Today he is 51, and has starred in 85 movies in total, 78 since Bob Roberts was released.
In Bob Roberts, I think Jack Black looks:
Bob Roberts scores 6.5 out of 10 on The Movie Database.
Jack Black's first acting role was as 'Roger Davis' in Bob Roberts, released in 1992 when he was 23.