After he's fired from his job -- by his mother, no less -- Bob Funk agrees to quit drinking, see a therapist, and eventually report to a new boss, who might just be the woman of his dreams.
Rachael Leigh Cook
as Ms. Thorne
Grace Zabriskie
as Ms. Funk
Amy Ryan
as Ms. Wright
Eddie Jemison
as Ron Funk
Stephen Root
as Steve
Alex Désert
as Sonny
Ron Canada
as Smiley
Lucy Davis
as Janet Funk
Nadia Dajani
as Jean
Michael Leydon Campbell
as Bob Funk
Romy Rosemont
as Ruthie
Terri Mann
as Dr. Day