Sylvester Stallone – Est. $400 Million

Sylvester Stallone had a rough start in acting. He was applying for any open slots and various projects during the early ’70s but hardly found any impactful roles that would help him build up a reputation and the money to go with it. During this time, he almost fell into bankruptcy and did a couple of odd jobs just to keep the lights running.

After a couple of years of enduring many hardships, he managed to get a few roles that helped him get to a better spot financially. He was the third actor in cinema to be nominated for two Academy Awards for Best Actor and Best Original Screenplay. Now, he has built up an estimated net worth of around $400 million and is one of the most successful personalities in Hollywood. His story is a real rollercoaster ride!