Sylvester Stallone – $400 million

Sylvester Stallone has features lined up in productions like The Expendables 4, Little America, and Samaritan. His rise to fame started with the Rocky and Rambo movies. Film franchises have contributed to his lasting power, and The Expendables is yet another series of movies that he headlines.

Stallone has supported several Republicans in the past, but he doesn’t consider himself a member of the political party. He is also vocal about advocating for gun control. He teamed up with Braden Aftergood to establish Balboa Productions in 2018. He writes, directs, and stars in most of his films, including the Rocky movies.