Pick 4
Primer
So I heard this was meant to be good and I watched it. There were lots of things I didn't understand but I enjoyed it. I watched it again and understood a bit more and enjoyed it more. I then watched a YouTube video explaining what goes on in the movie and realised that I only understood a fraction of it.
There's more layers than an onion to this movie so it's great to rewatch and spot something new. It doesn't dumb things down, at all. To the point where it makes a bunch of the audience switch off, but the film maker doesn't seem to care. It's his vision and he's doing it his way. He's the writer, director, star, producer, music by, film editing by, casting by, production design and sound department.
It's the best movie I've seen that only cost $7000 (notice how he didn't get funding so that he wasn't reliant on anyone and could do it his own way).
Of course it's rough around the edges technically, but the story and dialogue is great and carries the whole thing and then some.
Watch this one only if you're feeling awake and are prepared to rewatch it.
Owning Mahowney
The Royal Tennenbaums
Dancer in the Dark
Primer