From 1990 to 1991, Ruck starred as Chicago ad man Charlie Davis, in the ABC series "Going Places". ABC canceled the series after one season (22 episodes). He appeared in the series "Daddy's Girls" in 1994, which was canceled after three episodes. From 1996 to 2002, Alan played Stuart Bondek in the sitcom "Spin City" alongside Michael J. Fox and later, Charlie Sheen. In 2005, he played Leo Bloom in the Broadway version of Mel Brooks' "The Producers", a role also played by his "Ferris Bueller" co-star, Matthew Broderick.