The screenplay for this film was featured in the 2007 Blacklist, a list of the "most liked" unmade scripts of the year.
Although it's implied Steve Zahn is quite young (even making a comparison of him to a young twenties co-worker of Jennifer Aniston during a montage) he was actually forty years old, two years older than Jennifer Aniston. One year and 4 months difference.
Jennifer Aniston and Steve Zahn appeared on Friends (1994).
A Catholic priest in Portland, Oregon received an invitation to read for a scene involving a priest, while filming occurred in that city. A Portland-based member of the casting department told him that writer and director Stephen Belber was unsatisfied with the readings and characterizations that auditioning actors had been giving for the very brief lines in the scene. The casting department told the priest they found him through a random Internet search, yet he happened to be a serious film buff (for instance, he has an IMDb account). He had even hoped that someday he might get a bit part as a priest in a film. But he declined the invitation to read for the part in this movie after seeing the script of the scene in question and learning more about the film's storyline and about some of its other content. A modified version of the scene, without a priest, is in the film.
The portable computer Sue (Jennifer Aniston) is using is a Dell Latitude D830.