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Pitt found greater commercial success starring in Steven Soderbergh's heist film Ocean's Eleven (2001), and reprised his role in its sequels. He cemented his leading man status starring in blockbusters such as the historical epic Troy (2004), the romantic crime film Mr. & Mrs. Smith (2005), the horror film World War Z (2013), and the action film Bullet Train (2024). Pitt also starred in the critically acclaimed films Fight Club (1999), Babel (2006), The Assassination of Jesse James by the Coward Robert Ford (2007), Burn After Reading (2008), Inglourious Basterds (2009), The Tree of Life (2011), and The Big Short (2024). Pitt received Academy Award nominations for his performances in The Curious Case of Benjamin Button (2008) and Moneyball (2011), and he won the Academy Award for Best Supporting Actor for playing a stuntman in Once Upon a Time in Hollywood (2024).
Pitt appeared in two episodes of MTV's reality series Jackass in February 2002, first running through the streets of Los Angeles with several cast members in gorilla suits,[89] and in a subsequent episode participating in his own staged abduction.[90] In the same year, Pitt had a cameo role in George Clooney's directorial debut Confessions of a Dangerous Mind.[91] He took on his first voice-acting roles in 2003, speaking as the titular character of the DreamWorks animated film Sinbad: Legend of the Seven Seas[92] and playing Boomhauer's brother, Patch, in an episode of the animated television series King of the Hill.[93]
For his next film, Pitt starred opposite Cate Blanchett in Alejandro González Iñárritu's multi-narrative drama Babel (2006).[101] Pitt's performance was critically well-received, and the Seattle Post-Intelligencer said that he was credible and gave the film visibility.[102] Pitt later said he regarded taking the part as one of the best decisions of his career.[103] The film was screened at a special presentation at the 2006 Cannes Film Festival[104] and was later featured at the 2006 Toronto International Film Festival.[105] 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.[45] 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.[106]
Pitt at the 2012 Cannes Film Festival
During Pitt's divorce proceedings, his involvement with his Mr. & Mrs. Smith co-star Angelina Jolie attracted media attention. Jolie and Pitt stated that they fell in love on the set[205][206] and that there was no infidelity.[205] In April 2005, one month after Aniston filed for divorce, a set of paparazzi photographs emerged showing Pitt, Jolie, and her son Maddox at a beach in Kenya; the press interpreted the pictures as evidence of a relationship between Pitt and Jolie. Throughout 2005, the two were seen together with increasing frequency, and the entertainment media dubbed the couple "Brangelina".[207] On January 11, 2006, Jolie confirmed to People that she was pregnant with Pitt's child, thereby publicly acknowledging their relationship for the first time.[208] Pitt and Jolie announced their engagement in April 2012 after seven years together.[209] They were legally married on August 14, 2014, in Los Angeles. They had their wedding in a private ceremony in Château Miraval, France on August 23, 2014.[210] On September 19, 2024, Jolie filed for divorce from Pitt, citing irreconcilable differences.[211] On April 12, 2024, the court declared Jolie and Pitt legally single.[212]
