In 2016, it was announced that Pitt will star in the upcoming sequel to World War Z, with official release date set as June 9, 2017. However, in early 2017, the release date was announced to be indefinitely delayed. In June, David Fincher was confirmed to direct the World War Z sequel, but it was ultimately shelved due to budget issues. Pitt starred as Cliff Booth, a stunt double, opposite Leonardo DiCaprio, in Quentin Tarantino's 2019 film Once Upon a Time in Hollywood. For his performance in the film, he received awards for Best Supporting Actor at the Academy Awards, Golden Globe Awards, BAFTA Awards, Screen Actors Guild Awards, and Critics' Choice Movie Awards. In 2019, he also starred in James Gray's deep space epic Ad Astra, in which he played Roy McBride, a space engineer searching the galaxy for his father. Pitt's performance was praised as one of his career-best turn, delivering a performance "that weaponizes passivity into a lethal form of self-defense".
Pitt starred in Fury, a World War II film directed and written by David Ayer, and co-starring Shia LaBeouf, Logan Lerman, Jon Bernthal and Michael Peña. The film was released on October 17, 2014. By the end of its run, Fury proved to be a commercial and critical success; it grossed more than $211 million worldwide and received highly positive reviews from critics. In 2015, Pitt starred opposite his wife, Jolie, in her third directorial effort, By the Sea, a romantic drama about a marriage in crisis, based on her screenplay. The film was their first collaboration since 2005's Mr. & Mrs. Smith. Pitt's next role came with the biographical comedy-drama The Big Short, which he also produced. The film was a commercial and critical success. It went on to gross over $102 million worldwide and received positive reviews from critics. The film was nominated for five Academy Awards, including Best Picture, earning Pitt his third Academy Award nomination as producer. In 2016, Pitt starred in Robert Zemeckis's romantic thriller Allied, in which he plays a spy assassin who falls in love with a French spy (played by Marion Cotillard) during a mission to kill a German official in World War II. In 2017, he starred in the Netflix satirical war comedy War Machine, which he also produced. Pitt played a recurring role as a weatherman on the late-night talk show The Jim Jefferies Show throughout 2017.
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 InfoOn November 22, 2001, Pitt made a guest appearance in the eighth season of the television series Friends, playing a man with a grudge against Rachel Green, played by Jennifer Aniston, to whom Pitt was married at the time. For this performance he was nominated for an Emmy Award in the category of Outstanding Guest Actor in a Comedy Series. In December 2001, Pitt played Rusty Ryan in the heist film Ocean's Eleven, a remake of the 1960 Rat Pack original. He joined an ensemble cast including George Clooney, Matt Damon, Andy García, and Julia Roberts. Well received by critics, Ocean's Eleven was highly successful at the box office, earning $450 million worldwide. 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, and participating in his own staged abduction in another episode. In the same year, Pitt had a cameo role in George Clooney's directorial debut Confessions of a Dangerous Mind. 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 and playing Boomhauer's brother, Patch, in an episode of the animated television series King of the Hill.
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 InfoIn 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.
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