Once a fresh-faced guest star appearing on some ‘90s TV shows, Leonardo DiCaprio is now nothing short of a Hollywood powerhouse. From his artistic partnerships with directors like Martin Scorsese and Quentin Tarantino , to his raw acting abilities showcased in films like The Revenant , Leo is often regarded as one of this generation’s greatest actors.

With the release of his brand-new movie, One Battle After Another , we’re taking a look at the actor’s Hollywood evolution – from his breakthrough roles, to his well-deserved eventual Oscar win, and everything in between.

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Leo in a promotional picture for 'Parenthood', 1990

Child star

Leo made his screen debut at just 15 years old, appearing in two episodes of The New Lassie in 1989. He then went

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