Leonardo DiCaprio’s First Academy Award Win
Leonardo DiCaprio’s Net Worth: $260 Million

Leonardo DiCaprio is one of those actors who you assume (and hope) looks just like their on-screen counterpart. The actor’s life seems to be almost as ebullient as Jordan Belfort’s in Wolf of Wall Street, though without the same degree of debauchery. Due to his fame, he is sometimes photographed in amusing circumstances.

One of DiCaprio’s funny moments happened during his acceptance speech. The talented actor, who rose to fame after starring in the 1997 drama Titanic, has been nominated for an Academy Award for Best Actor six times. He finally won during his fifth nomination in 2016. He didn’t joke that he’d been hoping for that Oscar for 20 years, but he did crack a joke when having his award etched. At the engraving station, DiCaprio tried to keep his cool before cracking a quick but perfect joke. He inquires, “Did you do this last year?” “I have no idea.” Leo, you get a high five.