From playing a young Mason Capwell on the daytime soap opera Santa Barbara in 1991 to Jordan Belfort in 2013’s The Wolf of Wall Street, Leonardo DiCaprio has endured almost 25 years of not being recognized for his work. That’s a long time to keep delivering A+ performances without winning any awards despite countless nominations. Well, he’s won some, but the number of times he’s lost far outweighs his number of wins, which has me thinking: What’s wrong with Leonardo DiCaprio? Is he too good? Too good-looking? Did he do something to someone somewhere sometime? Why is it that such a talented actor, in all his years of acting, has only taken home one Oscar? I’m confused.
Not to mention in order for him to win said Oscar, his character had to practically be killed multiple times, including almost being eaten alive by a bear in the woods after having emerged from a frozen river. And DiCaprio himself, not his character, had to: put himself in life-threatening conditions for nine months; learn to speak two Native American languages; learn to shoot a musket and build a fire; and despite being a vegetarian IRL, had to eat raw bison liver.
He truly became Hugh Glass in 2015’s The Revenant, and his performance was undoubtedly Academy Award-winning. But, um, also can we just remember for a moment him floating away on a piece of ice to Celine Dion’s “My Heart Will Go On” in 1997’s Titanic and how the film took home 11 Oscars that year including Best Picture? But no, Leo wasn’t even nominated; Jack Nicholson took home the gold statue that year for playing, well, himself in As Good as it Gets.
So, in honor of Leo’s sixth Oscar nomination as an individual actor, let’s look at all the times he didn’t win — or wasn’t even nominated.