(500) Days of Summer (2009 Marc Webb)

An antidote to the rom-com, this effective comedy-drama jumps around in time like Two For the Road to dissect the relationship. Joseph Gordon-Levitt and Zooey Deschanel are both great (Eric Steelburg is the cameraman, who's in close for much of the action):

  

Mark Webb uses some creative touches, e.g. the relationship filtered through Bergmanesque film clips:

and a most effective split-screen expectations vs reality sequence:

It was written by Scott Neustadter and Michael H. Weber (both relative newbies).

The happy ending is perhaps unnecessary (studio fear?)

Rest of cast: friends are Geoffrey Arend & Matthew Gray Gubler, sister is the great Chloe Grace Moretz, Clark Gregg (greetings card boss) was in State and Main, which is probably why he looks familiar.