I'm realizing this is my favoritest type of movie: the one less concerned with concrete plot mechanics and more with a cinematic emotional experience. This goes for stuff on the list (2001, say) and not (e.g., a Rushmore which is more of a mood piece than people realize). They don't have to be sad emotion, just mood emotion, films you let wash over you as an experience. I'm left wondering about a lot after seeing Vertigo for the first time since 1996, sure, but that's what the best movies do - stick in your brain and make you work for it. Amy said something like she was 'willing herself to find reasons to like it' and it sounded like a knock, a bit of an insult, but for me, that's what I want a movie to make me do: to search for its center, and its greatness. Greatness doesn't have to be evident to everyone immediately, and just maybe... it shouldn't either. This is how I feel more connected to these top-of-the-list movies - they are true experiential pieces of art and not just 'a cool story I'm watching.'
The ones that hit me like this will be in my top-10 in 50 weeks. I do shuffle my list around a bit all the time as I continue to think, but I feel safe in saying these moodier pieces like Vertigo and 2001 will still be there then.