How likely is Leonardo DiCaprio to win an academy award in the near future?

It's not that i admire him as an actor (his a good actor). But the man is a magnet to some of the greatest directors of all time and when he does the films seems turn out to these these Epics Spectacles of greatness (no to say that DiCaprio made these film good, rather i rather point out that it was the Directors' presence that did). So far he has worked with Martin Sorsese on the departed which won best picture, James Cameron on Titanic also which won best picture and as well Christope Nolan on Inception which at time of writing hasn't appeared for oscar nominations yet but definetly met plenty of approval.