Adam Sandler

Net worth: $440 million. Sandler signed a $250 million Netflix deal — the most lucrative in the streamer's history — and has delivered consistently, with Murder Mystery earning 170 million viewing hours. His Happy Madison production company has produced 50+ films. Critics have panned most of his comedies, but they're profitable: Grown Ups cost $80 million and grossed $508 million. Sandler won the Mark Twain Prize for American Humor in 2023 and proved he can genuinely act with Uncut Gems, Hustle, and Spaceman. He just prefers making movies with his friends in vacation destinations.