There were parts of this that I enjoyed, but after it ended, it seemed much less important than it had seemed while I was watching it. Which is a bad thing, I guess. Gwyneth Paltrow is a good actress and even managed to look almost dowdy in this role. But in retrospect, the main characters were too close to tears too often and the Ben Affleck character was kind of annoying: sometimes the advertising executive jerk, sometimes the eloquent potential lover, most of the time incapable of saying anything really meaningful. There are several scenes where he opens his mouth, about to say that really important thing, and instead he says something really inane. By the end of the movie, I think it's supposed to be some kind of code for how he really feels, and I'm supposed to be moved and want them to get back together. But I wanted her to say, "Not cute! Immature and stupid! Grow up!" or some variation thereof.
As an amusing (to me, at least) aside, a friend of mine who grew up in Boston had this to say about Ben Affleck and Matt Damon (who are fellow Bostonians, of course), waving her hand in a dismissive gesture: "They look just like every other guy from there."