Pitt supports One Campaign, an organization aimed at combating AIDS and poverty in the developing world. He narrated the 2005 PBS public television series Rx for Survival: A Global Health Challenge, which discusses current global health issues. The following year Pitt and Jolie flew to Haiti, where they visited a school supported by Yéle Haïti, a charity founded by Haitian-born hip hop musician Wyclef Jean. In May 2007, Pitt and Jolie donated $1 million to three organizations in Chad and Sudan dedicated to those affected by the crisis in the Darfur region. Along with Clooney, Damon, Don Cheadle, David Pressman, and Jerry Weintraub, Pitt is one of the founders of Not On Our Watch, an organization that focuses global attention on stopping "mass atrocities".
1994 marked a significant turning point in Pitt's career. Starring as the vampire Louis de Pointe du Lac in the horror film Interview with the Vampire: The Vampire Chronicles, based on Anne Rice's 1976 novel of the same name, he was part of an ensemble cast that included Tom Cruise, Kirsten Dunst, Christian Slater, and Antonio Banderas. Despite his winning two MTV Movie Awards at the 1995 ceremony, his performance was poorly received. According to the Dallas Observer, "Brad Pitt [...] is a large part of the problem [in the film]. When directors play up his cocky, hunkish, folksy side [...] he's a joy to watch. But there's nothing about him that suggests inner torment or even self-awareness, which makes him a boring Louis." Following the release of Interview with the Vampire, Pitt starred in Legends of the Fall (1994), based on a novel by the same name by Jim Harrison, set in the American West during the first four decades of the twentieth century. Portraying Tristan Ludlow, son of Colonel William Ludlow (Anthony Hopkins) a Cornish immigrant, Pitt received his first Golden Globe Award nomination, in the Best Actor category. Aidan Quinn and Henry Thomas co-starred as Pitt's brothers. Although the film's reception was mixed, many film critics praised Pitt's performance. Janet Maslin of The New York Times said, "Pitt's diffident mix of acting and attitude works to such heartthrob perfection it's a shame the film's superficiality gets in his way." The Deseret News predicted that Legends of the Fall would solidify Pitt's reputation as a lead actor.
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".
More InfoThe following year, he had a role in the legal drama Sleepers (1996), based on Lorenzo Carcaterra's novel of the same name. The film received mixed reviews. In the 1997 film The Devil's Own Pitt starred, opposite Harrison Ford, as the Irish Republican Army terrorist Rory Devany, a role for which he was required to learn an Irish accent. Critical opinion was divided on his accent; "Pitt finds the right tone of moral ambiguity, but at times his Irish brogue is too convincing – it's hard to understand what he's saying", wrote the San Francisco Chronicle. The Charleston Gazette opined that it had favored Pitt's accent over the movie. The Devil's Own grossed $140 million worldwide, but was 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 received mixed reviews, and many were critical of Pitt's performance. According to Mick LaSalle of the San Francisco Chronicle, Pitt was unable to "make an audience believe that he knows all the mysteries of death and eternity." Roger Ebert stated "Pitt is a fine actor, but this performance is a miscalculation."
More InfoReprising his role as Rusty Ryan in a third picture, Pitt starred in 2007's Ocean's Thirteen. While less lucrative than the first two films, this sequel earned $311 million at the international box office. Pitt's next film role was as American outlaw Jesse James in the 2007 Western drama The Assassination of Jesse James by the Coward Robert Ford, adapted from Ron Hansen's 1983 novel of the same name. Directed by Andrew Dominik and produced by Pitt's company Plan B Entertainment, the film premiered at the 2007 Venice Film Festival, with Pitt playing a "scary and charismatic" role, according to Lewis Beale of Film Journal International, and earning Pitt the Volpi Cup award for Best Actor at the 64th Venice International Film Festival. He eventually collected the award one year later at the 2008 festival. As of January 2019, it was his own favorite of his films.
More InfoPitt's next appearance was in the 2008 black comedy Burn After Reading, his first collaboration with the Coen brothers. The film received a positive reception from critics, with The Guardian calling it "a tightly wound, slickly plotted spy comedy", noting that Pitt's performance was one of the funniest. He was later cast as Benjamin Button, the lead in David Fincher's 2008 film The Curious Case of Benjamin Button, a loosely adapted version of a 1921 short story by F. Scott Fitzgerald. The story follows a man who is born an octogenarian and ages in reverse, with Pitt's "sensitive" performance making Benjamin Button a "timeless masterpiece", according to Michael Sragow of The Baltimore Sun. The performance earned Pitt his first Screen Actors Guild Award nomination, as well as a fourth Golden Globe and second Academy Award nomination, all in the category for Best Actor. The film received thirteen Academy Award nominations in total, and grossed $329 million at the box office worldwide.
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