Sean Penn
Ever since his first performance as Jeff Spicoli in the classic film Fast Times at Ridgemont High Sean Penn has been a beloved actor. In about 35 years of his career, he’s been in more than 50 films, not counting those in which he was the director. He won an Academy Award in 2003 and again in 2008 for his roles in Mystic River and Milk, respectively.
![Sean Penn](https://www.cleverst.com/wp-content/uploads/2019/12/Sean-Penn.jpg)
Sean Penn
Philip Seymour Hoffman
There was not a single person who wasn’t saddened by Philip Seymour Hoffman’s death, and it is something that many people are still feeling today. Even if you don’t consider him to be one of your favorite actors, it’s highly likely that he had a role in one of your favorite movies. His career began with Scent of a Woman in 1992 and skyrocketed from there. He once won an Oscar for best actor, which was nothing short of well-deserved.
![Philip Seymour Hoffman](https://www.cleverst.com/wp-content/uploads/2019/12/Philip-Seymour-Hoffman.jpg)
Philip Seymour Hoffman