Win Ben Stein's Money is an American television game show created by Al Burton and Donnie Brainard that aired first-run episodes from July 28, 1997, to January 31, 2003, on Comedy Central. 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. In the second half of each episode, Stein participates as a "common" contestant in order to defend his money from being taken by his competitors. The show won six Daytime Emmy awards, with Stein and Jimmy Kimmel, the show's original co-host, sharing the Outstanding Game Show Host award in 1999. The show was produced by Valleycrest Productions, Ltd. and distributed by Buena Vista Television, both subsidiaries of The Walt Disney Company.

Benjamin Jeremy Stein is an American writer, lawyer, actor, comedian, and commentator on political and economic issues. He began his career as a speechwriter for U.S. presidents Richard Nixon and Gerald Ford before entering the entertainment field as an actor, comedian, and game show host. He is best known on screen as the economics teacher in Ferris Bueller's Day Off, as the host of Win Ben Stein's Money, and as Dr. Arthur Neuman in The Mask and Son of the Mask. Stein also co-wrote and starred in the controversial 2008 film Expelled which was widely criticized for promoting pseudoscientific intelligent design creationist claims of persecution. Stein is the son of economist and writer Herbert Stein, who worked at the White House under President Nixon. As a character actor he is well known for his droning, monotonous delivery. In comedy, he is known for his deadpan delivery.