ASHTON KUTCHER
This Iowa native got approached by a scout for a modeling gig. Ashton Kutcher saw the peak of his modeling career when he participated in a pageant and won the “Male Model of the Year” award. A couple of years after that, he became one of the most bankable stars in Hollywood. He has since appeared in a lot of shows and movies. The actor landed his highest-paying gig when he replaced Charlie Sheen in Two and a Half Men, reportedly making about $20 million for one season. Aside from that, he has also entered the world of venture capitalism by launching A-Grade Investments. The Hollywood star has helped startups like Spotify, Soundcloud, Uber, and AirBnB this way. He is now married to his former That ‘70s Show costar Mila Kunis, with whom he has two kids.
BRAD PITT
As he tried to make it big in the acting industry, Brad Pitt did a modeling gig for Levi’s. He decided to leave college only a few weeks before finishing his degree to pursue bigger and better things. After moving to California, he landed his first movie role as an extra in Hunk. The actor got lucky when he landed a minor role in Thelma and Louise and proved his worth as an actor. He got cast to star in A River Runs Through It, Se7en, and 12 Monkeys. Thanks to his dedication to these projects, he shot up to the A-list. Aside from acting, he has also worked as a producer and earned more money this way. In fact, it might even be more lucrative than acting.