George Clooney — Casamigos Tequila ($1B Exit)

Clooney, Rande Gerber, and Mike Meldman created Casamigos because they wanted a tequila smooth enough to drink without making a face. Mission accomplished: the Blanco ($45) is dangerously drinkable — vanilla and agave sweetness with zero burn. Diageo bought the brand for $1 billion in 2017 (the largest tequila acquisition in history). Clooney's personal take: $233 million. He made more from agave than from Ocean's Eleven, Gravity, and every Nespresso ad combined. The gold standard for "celebrity brand that's actually good AND made the founder absurdly rich."