Leonardo DiCaprio has been earning Oscar nominations since he was a teenager. Starting with his Best Supporting Actor nod for What's Eating Gilbert Grape (1993), to his more recent Best Actor nominations for The Aviator (2004), Blood Diamond (2006), The Wolf of Wall Street (2013), and The Revenant (2015), the 41-year-old has proven to be a resilient and reliable leading man.
The good people of the Internet made DiCaprio’s lack of an Oscar a particular pet project. And when he finally won, the internet had plenty of jokes about that as well. See a few of the best reactions to Leo winning an Oscar in an article I posted at mental_floss.