Brad Pitt filmography film "Fight Club" (1999) in a role that required him learn boxing, taekwondo, and grappling. A critical and commercial success, the film has since developed a cult status. Pitt portrayed Rusty Ryan in the commercially successful heist film series "Ocean's Trilogy" (2001–07). In 2002, he earned a Primetime Emmy Award nomination for his guest appearance in the sitcom "Friends". Also that year, Pitt started a production company, Plan B Entertainment, whose first release was the epic war film "Troy" (2004), starring Pitt. He played an assassin opposite Angelina Jolie in the commercially successful action comedy "Mr. & Mrs. Smith" (2005).
Brad Pitt a critical failure. Later that year he led as Austrian mountaineer Heinrich Harrer in the Jean-Jacques Annaud film "Seven Years in Tibet". Pitt trained for months for the role, which demanded significant mountain climbing and trekking practice, including rock climbing in California and the European Alps with his co-star David Thewlis. The film received mostly negative reviews, and was generally considered a disappointment. Pitt had the lead role in 1998's fantasy romance film "Meet Joe Black". He portrayed a personification of death inhabiting the body of a young man to learn what it is like to be human. The film