Uncle Pennybags

This is a person, usually male (if not, meet Aunt Pennybags), who, despite being ludicrously wealthy, is actually a fun guy to be around, even if you're dirt-poor. He's often an Honest Corporate Executive, though occasionally he might be an Affably Evil Corrupt Corporate Executive, or else probably one of the Idle Rich. He will often use his massive hoard of money to help people. Sometimes a Self-Made Man; although in older works, he's more likely to be an Upper-Class Twit who averts Aristocrats Are Evil. Often The Team Benefactor. This trope name comes from "Rich Uncle Pennybags", the mascot of the board game Monopoly (first name Milburn), who was renamed "Mr. Monopoly" because people just called him that anyway. Compare/contrast with a Wealthy Philanthropist who focuses more on actually helping people with their money than having fun and Beleaguered Benefactor.