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Cooper began his television and film career in 1999 with a guest role in the television series Sex and the City. In 2000, he enrolled in the Master of Fine Arts (MFA) program at the Actors Studio. Shortly after, he made his film debut with a role in the comedy Wet Hot American Summer (2001), followed by roles as Will Tippin in the television series Alias (2001–2006) and a supporting part in the comedy film Wedding Crashers (2005). Cooper's breakthrough came with the comedy The Hangover (2009), which also spawned sequels in 2011 and 2013. His career progressed with starring roles in Limitless (2011) and The Place Beyond the Pines (2012).

Cooper earned Academy Award nominations for his work in the romantic comedy Silver Linings Playbook (2012), the crime film American Hustle (2013), the war biopic American Sniper (2014), the musical romance A Star Is Born (2018), and the biographical drama Maestro (2023). For A Star Is Born, which he also produced, wrote, and directed, he won a BAFTA Award and two Grammys for his contributions to the film's U.S. Billboard 200 number one soundtrack and its Billboard Hot 100chart-topping single "Shallow". He gained further recognition for voicing Rocket across six films in the Marvel Cinematic Universe, beginning with Guardians of the Galaxy (2014). He has since produced the thrillers Joker (2019) and Nightmare Alley (2021).

On stage, Cooper portrayed Joseph Merrick in a Broadway revival of The Elephant Man. Cooper was named People magazine's Sexiest Man Alive in 2011. He supports several charities that help fight cancer. Cooper was briefly married to actress Jennifer Esposito and has a daughter with model Irina Shayk.