Pitt's next leading role came in 2009 with the Quentin Tarantino-directed war film Inglourious Basterds, which premiered at the 2009 Cannes Film Festival. Pitt played Lieutenant Aldo Raine, an American resistance fighter battling Nazis in German-occupied France. The film was a box office hit, taking $311 million worldwide, and garnered generally favorable reviews. The film received multiple awards and nominations, including eight Academy Award nominations and seven MTV Movie Award nominations, including Best Male Performance for Pitt. He next voiced the superhero character Metro Man in the 2010 animated feature Megamind. Pitt produced and appeared in Terrence Malick's experimental drama The Tree of Life, co-starring Sean Penn, which won the Palme d'Or at the 2011 Cannes Film Festival. In a performance that attracted strong praise, he portrayed the Oakland Athletics general manager Billy Beane in the drama Moneyball, which is based on the 2003 book of the same name written by Michael Lewis. Moneyball received six Academy Award nominations including Best Picture and Best Actor for Pitt.
Pitt took the role of Paul Maclean in the 1992 biographical film A River Runs Through It, directed by Robert Redford. His portrayal of the character was described by People's Janet Mock as a career-making performance, proving that Pitt could be more than a "cowboy-hatted hunk." He has admitted to feeling under pressure when making the film and thought it was one of his "weakest performances ... It's so weird that it ended up being the one that I got the most attention for." Pitt believed that he benefited from working with such a talented cast and crew. He compared working with Redford to playing tennis with a superior player, saying "when you play with somebody better than you, your game gets better." In 1993, Pitt reunited with Juliette Lewis for the road film Kalifornia. He played Early Grayce, a serial killer and the boyfriend of Lewis's character in a performance described by Peter Travers of Rolling Stone as "outstanding, all boyish charm and then a snort that exudes pure menace." Pitt also garnered attention for a brief appearance in the cult hit True Romance as a stoner named Floyd, providing much needed comic relief to the action film. He capped the year by winning a ShoWest Award for Male Star of Tomorrow.
More InfoPitt took the role of Paul Maclean in the 1992 biographical film A River Runs Through It, directed by Robert Redford. His portrayal of the character was described by People's Janet Mock as a career-making performance, proving that Pitt could be more than a "cowboy-hatted hunk." He has admitted to feeling under pressure when making the film and thought it was one of his "weakest performances ... It's so weird that it ended up being the one that I got the most attention for." Pitt believed that he benefited from working with such a talented cast and crew. He compared working with Redford to playing tennis with a superior player, saying "when you play with somebody better than you, your game gets better." In 1993, Pitt reunited with Juliette Lewis for the road film Kalifornia. He played Early Grayce, a serial killer and the boyfriend of Lewis's character in a performance described by Peter Travers of Rolling Stone as "outstanding, all boyish charm and then a snort that exudes pure menace." Pitt also garnered attention for a brief appearance in the cult hit True Romance as a stoner named Floyd, providing much needed comic relief to the action film. He capped the year by winning a ShoWest Award for Male Star of Tomorrow.
More InfoIn 1999, Pitt portrayed Tyler Durden in Fight Club, a film adaptation of Chuck Palahniuk's novel of the same name, directed by David Fincher. Pitt prepared for the part with lessons in boxing, taekwondo, and grappling. To look the part, Pitt consented to the removal of pieces of his front teeth which were restored when filming ended. While promoting Fight Club, Pitt said that the film explored not taking one's aggressions out on someone else but to "have an experience, take a punch more and see how you come out on the other end." Fight Club premiered at the 1999 Venice International Film Festival. Despite divided critical opinion on the film as a whole, Pitt's performance was widely praised. Paul Clinton of CNN noted the risky yet successful nature of the film, while Variety remarked upon Pitt's ability to be "cool, charismatic and more dynamically physical, perhaps than [...] his breakthrough role in Thelma and Louise". In spite of a worse-than-expected box office performance, Fight Club became a cult classic after its DVD release in 2000.
More InfoFor his next film, Pitt starred opposite Cate Blanchett in Alejandro González Iñárritu's multi-narrative drama Babel (2006). Pitt's performance was critically well-received, and the Seattle Post-Intelligencer said that he was credible and gave the film visibility. Pitt later said he regarded taking the part as one of the best decisions of his career. The film was screened at a special presentation at the 2006 Cannes Film Festival and was later featured at the 2006 Toronto International Film Festival. Babel received seven Academy and Golden Globe award nominations, winning the Best Drama Golden Globe, and earned Pitt a nomination for the Best Supporting Actor Golden Globe. That same year, Pitt's company Plan B Entertainment produced The Departed, which won the Academy Award for Best Picture. Pitt was credited on-screen as a producer; however, only Graham King was ruled eligible for the Oscar win.
More InfoPitt was cast as an Irish Gypsy boxer with a barely intelligible accent in Guy Ritchie's 2000 gangster film Snatch. Several reviewers were critical of Snatch; however, most praised Pitt. Mick LaSalle of the San Francisco Chronicle said Pitt was "ideally cast as an Irishman whose accent is so thick even Brits can't understand him", going on to say that, before Snatch, Pitt had been "shackled by roles that called for brooding introspection, but recently he has found his calling in black comic outrageousness and flashy extroversion;" while Amy Taubin of The Village Voice claimed that "Pitt gets maximum comic mileage out of a one-joke role". The following year Pitt starred opposite Julia Roberts in the romantic comedy The Mexican, a film that garnered a range of reviews but enjoyed box office success. Pitt's next role, in 2001's $143 million-grossing Cold War thriller Spy Game, was as Tom Bishop, an operative of the CIA's Special Activities Division, mentored by Robert Redford's character. Mark Holcomb of Salon.com enjoyed the film, although he noted that neither Pitt nor Redford provided "much of an emotional connection for the audience".
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