Leonardo DiCaprio is one of the most recognized actors of his generation — if not the most — though he's never won an Oscar.
The 41-year-old started acting in commercials when he was 14 and soon made his mark on TV shows.
The actor landed his first Oscar nomination when he was 19 and shot to superstardom, causing "Leo Mania" with his portrayal of Jack Dawson in "Titanic."
Since then, he's earned a total of six nominations, but has still come up short. His snubs have become a running joke among fans. Some have created"Sad Leo" memes, and one fan even created a computer game devoted to the subject.
But with his portrayal of Hugh Glass in "The Revenant," it looks like this might be the year DiCaprio snags the elusive — and well-deserved— Oscar. He's currently heavily favored to win.
With the Oscars taking place February 28, here's a look back at his memorable career:
SEE ALSO: Someone made a hilarious game about Leonardo DiCaprio never getting an Oscar
Leonardo DiCaprio began his career acting in television ads, particularly after landing one for Matchbox cars when he was 14.
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Sources: People, Business Insider
His first role was in the direct-to-video film "Critters 3," and he soon landed TV roles in the short-lived series "Parenthood," based on the movie of the same name, and other series, including "The New Lassie,""Santa Barbara," and "Roseanne."

Sources: New York Times, IMDb
He gained attention for his recurring role as a homeless kid in "Growing Pains" during the sitcom's seventh and final season.

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