When record store owner and compulsive list-compiler Rob Gordon gets dumped by his long-time girlfriend Laura because he hasn't changed since they met he revisits his top five breakups of all time in order to figure out what went wrong. As he examines his failed attempts at romance and happiness the process finds him being dragged kicking and screaming into adulthood.
2000 | 1 h 53 min
Director: Stephen Frears
Stars: Todd Louiso, John Cusack