Rich Uncle Pennybags AKA Mr. Monopoly 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. His full official name is Stanley Monopoly, but he goes by the nickname of Toby. He also appears in the related games Advance to Boardwalk, Free Parking, Don’t Go To Jail, and Monopoly Junior.

The character first appeared on Chance and Community Chest cards in U.S. editions of Monopoly in 1936. The identity of the artist who designed the character has remained a mystery. Historian and author Philip Orbanes wrote in 2004 that it is believed that the character is based on either the calling cards of Albert Richardson (Parker Brothers’ first traveling salesman), the character of “Little Esky” from Esquire magazine, or a combination of the two. Orbanes later wrote, in 2006, that the character was also partially influenced by the stature and dress of financier and banker J. P. Morgan.