Robert De Niro – $300 Million

Robert De Niro Jr. is yet another Hollywood legend on our list who had a famous dad – abstract expressionist painter Robert De Niro Sr. Robert is best known for his role as a young Vito Corleone on The Godfather Part II which earned him a Best Supporting Actor Academy Award. Some of his other notable films include Taxi Driver, Cape Fear, and Goodfellas. As a director, he’s behind movies like A Bronx Tale and The Good Shepherd. As part of his retirement planning, the 75-year-old is still hard at work and he’s set to appear in the 2019 Martin Scorsese film, The Irishman.