George Clooney

Net worth: $500 million. Clooney earned $20 million per film at his peak, but the real payday came from Casamigos Tequila. He co-founded the brand with Rande Gerber and Mike Meldman in 2013 as a hobby — they just wanted good tequila for their parties. Diageo acquired Casamigos in 2017 for $1 billion, with Clooney's share reportedly $233 million. He also earned $40 million from a single Nespresso endorsement contract. Clooney has essentially retired from acting blockbusters to direct, produce, and occasionally sell alcohol at obscene markups.