Sylvester Stallone, Actor and Screenwriter, $450 million

Sylvester Stallone’s life and career have been quite eventful and not always in a good way. The famous actor had a turbulent childhood and a formidable career before his rise to fame. Stallone is worth nearly half a billion in 2021, but the success that we’ve come to know from movies like “The Expendables” and the famed “Rocky” film series only tells a part of his story.

Stallone hit a point in his career where he almost gave up acting entirely. He settled for insignificant roles and had to take odd jobs like cleaning at a zoo and being an usher at a movie theatre just to get by.