Aspiring architect Tom Thompson is told by mysterious Ruth Abernathy that his best friend, "Bill," has taken his own life. Except that Tom has never met Bill and neither have his incredulous friends. So when Tom foolishly agrees to give the eulogy at Bill's funeral, it sets him on a collision course with Ruth -- who is revealed to be Bill's oversexed mother -- and Julie DeMarco, the longtime crush Tom hasn't seen since they were teens.
David Schwimmer
as Tom Thompson
Gwyneth Paltrow
as Julie DeMarco
Michael Rapaport
as Brad Schorr
Toni Collette
as Cynthia
Carol Kane
as Tom's Mother
Michael Vartan
as Scott
Bitty Schram
as Lauren
Jean De Baer
as Suzanne DeMarco
Elizabeth Franz
as Aunt Lucille
Mark Margolis
as Philip DeMarco
Barbara Hershey
as Ruth Abernathy
Edoardo Ballerini
as The Job Interviewer
