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I love Memento but I'm going to go with North by Northwest here it gets better every time I watch it.
Hitchcock DESTROYS Nolan!!!!
Memento is a brilliantly crafted film, but North by Northwest is just too damn fun and Cary Grant is just too damn charming. Hitch for the win.
NXNW is indeed legendary, but Memento is simply a better movie. Memento is Nolan's masterpiece. Hitchcock and Nolan are probably my two favorite directors. And of course, I have to put Hitchcock over Nolan, but Nolan's best takes down Hitchcock's4th best.
Two of the smartest written films which are very fun to watch. I think I prefer NxNW for everything that goes on.