posted by O-Trap
Damn. Even with the qualifier, that's high praise. Shutter Island, The Revenant, Inception, What's Eating Gilbert Grape?, The Wolf of Wall Street, Basketball Diaries, and Django were all pretty excellent. Frankly, I think he's had a few other ones turn out solid as well, though they might not have been as great outside his role in them (Great Gatsby, Titanic, The Aviator, Catch Me If You Can, Romeo + Juliet).
Dude might be the best actor to have a body of work in my lifetime.
I'm not as big of a leo fan as you are by the sounds of it. I thought Shutter Island was bad, didn't like Inception (though I recognize I'm in the minority on that take), Edgar was just awful - really a painful watch, Great Gatsby was bad, found the Aviator to be very dull even though I liked his performance.
When I think of DiCaprio and his best roles/films I immediately think of The Departed. That's his best film. The Revanent (which I forgot about until you reminded me) would probably be his 2nd best. Once Upon a Time in Hollywood would be next for me. To your point about best actor's body of work in your lifetime, I would think Pacino, Diniro, Daniel Day Lewis, Tom Hanks, Jack Nicholson, Brad Pitt, and Jeff Fucking Bridges made movies during your lifetime :)