Pitt 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".
In 1995, Pitt starred alongside Morgan Freeman and Gwyneth Paltrow in the crime thriller Seven, playing a detective on the trail of a serial killer. Pitt called it a great movie and declared the part would expand his acting horizons. He expressed his intent to move on from "this 'pretty boy' thing [...] and play someone with flaws." His performance was critically well received, with Variety saying that it was screen acting at its best, further remarking on Pitt's ability to turn in a "determined, energetic, creditable job" as the detective. Seven earned $327 million at the international box office. Following the success of Seven, Pitt took a supporting role as Jeffrey Goines in Terry Gilliam's 1995 science-fiction film 12 Monkeys. The movie received predominantly positive reviews, with Pitt praised in particular. Janet Maslin of The New York Times called Twelve Monkeys "fierce and disturbing" and remarked on Pitt's "startlingly frenzied performance", concluding that he "electrifies Jeffrey with a weird magnetism that becomes important later in the film." He won a Golden Globe Award for Best Supporting Actor for the film and received his first Academy Award nomination for Best Supporting Actor.
More InfoPitt starred in Fight Club (1999) and the heist film Ocean's Eleven (2001), as well as its sequels, Ocean's Twelve (2004) and Ocean's Thirteen (2007). His greatest commercial successes have been Ocean's Eleven (2001), Troy (2004), Mr. & Mrs. Smith (2005), World War Z (2013), and Once Upon a Time in Hollywood (2019), for which he won a second Golden Globe Award and the Academy Award for Best Supporting Actor. Pitt's other Academy Award nominated performances were in The Curious Case of Benjamin Button (2008) and Moneyball (2011). He produced The Departed (2006) and 12 Years a Slave (2013), both of which won the Academy Award for Best Picture, and also The Tree of Life (2011), Moneyball (2011), and The Big Short (2015), all of which were nominated for Best Picture.
More InfoPitt starred in Fight Club (1999) and the heist film Ocean's Eleven (2001), as well as its sequels, Ocean's Twelve (2004) and Ocean's Thirteen (2007). His greatest commercial successes have been Ocean's Eleven (2001), Troy (2004), Mr. & Mrs. Smith (2005), World War Z (2013), and Once Upon a Time in Hollywood (2019), for which he won a second Golden Globe Award and the Academy Award for Best Supporting Actor. Pitt's other Academy Award nominated performances were in The Curious Case of Benjamin Button (2008) and Moneyball (2011). He produced The Departed (2006) and 12 Years a Slave (2013), both of which won the Academy Award for Best Picture, and also The Tree of Life (2011), Moneyball (2011), and The Big Short (2015), all of which were nominated for Best Picture.
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 InfoPitt first gained recognition as a cowboy hitchhiker in the road movie Thelma & Louise (1991). His first leading roles in big-budget productions came with the drama films A River Runs Through It (1992) and Legends of the Fall (1994), and the horror film Interview with the Vampire (1994). He gave critically acclaimed performances in the crime thriller Seven (1995) and the science fiction film 12 Monkeys (1995), the latter earning him a Golden Globe Award for Best Supporting Actor and an Academy Award nomination.
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