Win Ben Stein's Money is an American television game show that aired first-run episodes from July 28, 1997, to January 31, 2003. The show features three contestants who compete to answer general knowledge questions to win the grand prize of $5,000 from the show's host, Ben Stein. Jimmy Kimmel co-hosted the series for the first three years. Kimmel left in 2000 to focus on The Man Show.