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His career began in 1999 with a guest role in the television series Sex and the City.
He made his film debut two years later in the comedy Wet Hot American Summer.
Cooper's cinematic debut came in the ensemble comedy Wet Hot American Summer (2001), a film that takes place at a fictional summer camp in 1981.
He played Ben, a counselor and the love interest of Michael Ian Black's character.
He was also in a relationship with Russian model Irina Shayk from 2015 to 2019, with whom he has a daughter.
He supports several organizations that help people fight cancer.
Cooper enrolled in the MFA program at the Actors Studio at The New School in New York City in 2000.
The film received positive reviews from critics, though it earned little at the box office. I mean, look, more doors have been opened for sure, but it's not like I sit back with a cigar on Monday morning and go through the scripts that have been offered." He paired with Sandra Bullock in the comedy All About Steve, a film that was poorly received by critics, failed to attract a wide audience and earned them a Golden Raspberry Award for Worst Screen Combo.
He played Phil Wenneck, one of the three friends—alongside Ed Helms and Zach Galifianakis—to wake up from a bachelor party in Las Vegas, with no memory of the previous night and the bachelor missing. Cooper appeared in the ensemble romantic comedy Valentine's Day (2010), directed by Garry Marshall, co-starring with Julia Roberts.
Cooper's portrayal of a struggling writer in the thriller Limitless (2011) and a rookie police officer in the crime drama The Place Beyond the Pines (2012) drew praise from critics.
Cooper found greater success with the romantic comedy Silver Linings Playbook (2012), the black comedy American Hustle (2013), and the war biopic American Sniper (2014), which he also produced.