I absolutely agree re: The Departed and DiCaprio. I think his performance is completely overlooked, maybe because of the sheer volume of that A-list cast, but it does represent his best work, I think. I do think it is quite telling that Scorsese didn't cast Pitt, who produced the film. Maybe there were some other reasons, politics or whatnot, but you do almost expect Pitt to turn up, Oceans-style, alongside all these other Alphas.
You know, now that I think about it, Pitt was really a kind of refreshing oasis in the middle of that miserable film, Snatch. I won't even begin to go into the obviousness of Ritchie's style, except that there is no other director out there whose work is so clearly desperate (if he was deliberately *trying* to lampoon "hip", he'd be onto something - but no, he's just jostling for elbow room). I remember he played a gypsy or something, and he was there strictly for laughs, ala Floyd the Stoner, and it worked. Pitt had at least learned a great deal since 12 Monkeys on how subtlety can occasionally work.
The thing about Pitt, is that he has this innate tendency to sideways-glance, like Mike Myers. He's so self-conscious and paranoid when he's onscreen that "acting" takes really a back seat to his trying to *convince*. There's a huge difference. Look at that great scene in BAR in the car with Pitt and Malkovich. What Pitt, under the direction of the Coens, has learned is that he's NOT the Alpha in this scene - Malkovich OWNS every aspect of this - from the characters, the dialogue, AND the surrounding sort of voodoo of the fact that he's clearly the better all-around actor. Malkovich's presence is so effortless, and hilarious, because he doesn't bring any baggage to any scene - it's all about the characters and the dialogue. Pitt has at least learned "his place" in scenes like that - the Brad Pitt of "Sesevenen" wouldn't have been able to pull it off - he had too much to prove in those days, and not the acting chops to back up his ego.
I think Pitt's working with fine directors who decide to give him a break for whatever reason - Tarantino, the Coens, Soderbergh, etc., has helped him to develop into at least a *better* actor. There are some actors in films who long ago figured out their limitations and go ahead with what they're good at doing. Pitt became an A-lister on nothing more than his good looks, let's face it - there isn't any reason otherwise why this guy shouldn't be relegated to certain supporting roles ala Burn After Reading as a regular job. The sort of white-elephant comic hilarity of his role in this film is the fact that he's BRAD PITT playing a total dork. The Coens eagerly exploited that fact - they didn't *need* Pitt for the financial backing the way Tarantino might have for IB. They self-consciously took one of the biggest stars in the country and, maybe even a little cruelly, put him in a role that suits his acting chops. But, again, Pitt seems to "get it" on some level - he exhibits a humility and understanding that really does work here! If Hollywood was a just and ethical place, Pitt would have been relegated to roles like this long ago.
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