I can totally see the elitist folks looking at him as "the boy who kissed a girl in Titanic (1997)”.
Branding, marketing, arty farty looks, classy packaging,... matters in acclaim and awards.
Darling they gave the award to an actor has done TONS of romantic comedies.
DiCaprio has been doing quality films for decades now. There must be something about him or his work that puts voters off. Maybe he's as ass behind the scenes and voters hold a grudge? Or maybe he has never campaigned as aggressively as others and so lost out? Who knows.
Honestly, of all the white people in the world to desperately want to give an Oscar too, why the hell is Leo #1? Like we've overlooked a hundred more deserving people. I really don't understand this ZOMG WE MUST GIVE LEO AN OSCAR NOW thing.
The Academy will keep overlooking him, it brings them ratings every time he's nominated.
They don't overlook him though, there are simply better people nominated and he keeps losing to them. Glenn Close lost 6 times, Amy Adams lost 5 times but noone gives a flying **** about them and they are obviously more talented than him, I don't understand why the internet keeps talking about his lose