Jared Leto | $90 million

After a series of supporting roles in movies like Girl, Interrupted, and American Psycho, Jared Leto landed a lead role in Requiem for a Dream. He is largely considered a method actor, which means that he has extreme devotion to his roles and does a great degree of research about them. This is the case as well when he conducts his business.

Like Ashton Kutcher, Leto is an aggressive risk-taker and has positioned himself early on in several tech companies that were just starting. Some of these are Nest, Uber, and Airbnb. He even made investments in Nest before Google did back in 2014. He also revealed in an interview with CNBC that he was in talks with Instagram right before the social media app was bought for $1 billion by Facebook in 2012. He is not only about earning money but also about giving them to deserving organizations, especially those with medical conditions.