How many times have I watched this now? Many, many, times. And I have to say, it gets better each time you watch it. The nuances of a Cape Breton accent (I was pleased that the writer and several of the actors came from Cape Breton, and even from New Waterford itself), the expressions on the faces (Liane Balaban's face is VERY expressive, so make sure you remember that other people are in the movie, too), and the various little relationships. For instance, take the character of Joey, who obviously follows Mooney around as much as he can (near her at the wedding; standing outside the church when she comes out, following her to a party... They don't show it in the film, but I imagine he probably stood outside her house sometimes, hoping she'd come out).
This movie is very much worth watching if you're the type who watches a movie three times over one weekend. Or if your like me, trying to transcribe less-popular movies so people who love the movie can read the transcript and remember what the dialog sounded like, and enjoy the experience of the movie again and again, even if we don't have the DVD (or the tape, if you like it like that).
Unless you already love independent films of one variety or another, this movie may not be for you. It IS a bit quirky (I've read complaints about that), but the quirkiness isn't overbearing. It's just an accurate portrayal of the freaks and psychoses that people in a small town develop over time, with lack of contact to "people from away." (Father Madden, for example, and Dr. Hogan) If you like this movie, try Lawn Dogs, or The Quiet Room, which are still more independent than Hollywood, but will get you into the Independent genre without making it too difficult.