50. George Clooney
Model: Casamigos Jet
Cost: $5-$10 million*
Net Worth: $500 million*
In 2017, George Clooney sold the company that he and Rande Gerber founded, Casamigos Tequila, for $1 billion. However, he still got to keep some of the amenities that he got while holding his position as Casamigos CEO (and one of the best actors of his generation). He kept the Casamigos private jet.
He bought the jet with Gerber and Mike Meldman, the third partner in the Casamigos venture. The plane is branded with the Casamigos logo, and it is a Cessna N2500L. The three founders were spotted leaving their Cessna in 2017, each with a bottle of tequila in hand, to celebrate the sale to Diageo.