Leo's Red Carpet Rampage is probably the closest Leonardo DiCaprio will come to getting an Academy Award. It's a game where you guide Leo to the Oscar that's eluded him for so very long. Fun!
I can't embed it because the internet is terrible, so go here to play it.
It's made by the Line and a bunch of other people, which is nice. No idea if they actually care if ol' Sprout Face wins an award, but hey ho. Go team!