Rich Uncle Pennybags is the rotund old man in a top hat who serves as the mascot of the game Monopoly. Rich Uncle Pennybags was rechristened Mr. Monopoly, the nickname by which he was already popularly known, in a Hasbro marketing effort in 1999. He also is known as Whiff from all the casino slot machines. He also appears in the related games Advance to Boardwalk, Free Parking, Don't Go To Jail, Monopoly City, Monopoly Junior, and Monopoly Deal.
The character first appeared on Chance and Community Chest cards in U.S. editions of Monopoly in 1936.
Mr. Monopoly appears as one of Hayley's unionized homeless "bums" in "Threat Levels" as he walks the picket line against Stan.
As part of her foreplay in "Poltergasm", Francine wants Stan to talk like the "Monopoly guy," but gets upset when it comes out as Thurston Howell III from Gilligan's Island.
Mr. Monopoly is voiced by Dee Bradley Baker.