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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." 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.
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.
Pitt had two major film roles in 2004, starring as Achilles in Troy, and reprising his role, Rusty Ryan, in the sequel Ocean's Twelve.
He spent six months sword training before the filming of Troy, based on the Iliad.
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." 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.