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Primer

Primer (2004) is literally the greatest time-travel movie ever made. It's only about an hour long, so I encourage everybody to go and watch it. I will type up my explanation of exactly what happens in the movie when I find some time.

Here's why Primer is the ultimate time-travel movie

Here's an anonymous comment (possibly from Shane himself) that explains why Primer succeeds despite very few people understanding the timeline chart.

The chart is endearing but ultimately irrelevant. Primer is about making you think you know the rules, 
then changing the rules. We didn't want you to make that chart, we wanted to convey that feeling that 
something like that chart existed, and you couldn't figure it out. For every nerd who figured out that 
chart, there were thousands of casual viewers who felt that thrill that the rules had been redefined. 
That is the ultimate victory of Primer.

The director's commentary is a little difficult to find online so I can send it to you if you shoot me an email. Well worth the listen.