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He debuted in his film career by starring as Josh in Critters 3 (1991).He starred in the film adaptation of the memoir This Boy's Life (1993), and was praised for his supporting role in What's Eating Gilbert Grape (1993).Di Caprio's portrayals of Howard Hughes in The Aviator (2004) and Hugh Glass in The Revenant (2015) won him the Golden Globe Award for Best Actor – Motion Picture Drama.
In 1997, Di Caprio starred in James Cameron's Titanic (1997) as twenty-year-old Jack Dawson, a penniless Wisconsin man who wins two tickets for the third-class on the ill-fated RMS Titanic.
He also won the Academy Award for Best Actor and BAFTA Award for his performance in The Revenant.
Di Caprio is the founder of his own production company, Appian Way Productions.
The project achieved a worldwide box office take of 7 million.
Later that year, he starred in Jerry Zaks' family drama Marvin's Room, reuniting with Robert De Niro.