Director: Stephen Frears
After his long-time girlfriend dumps him, a thirty-year-old record store owner seeks to understand why he is unlucky in love while recounting his "top five breakups of all time".
John Cusack
Rob
Iben Hjejle
Laura
Todd Louiso
Dick
Jack Black
Barry
Lisa Bonet
Marie De Salle
Catherine Zeta-Jones
Charlie
Joan Cusack
Liz
Tim Robbins
Ian
Chris Rehmann
Vince
Ben Carr
Justin
Lili Taylor
Sarah
Joelle Carter
Penny
Natasha Gregson Wagner
Caroline
Shannon Stillo
Alison Jr. High
Drake Bell
Rob Jr. High
Laura Whyte
Laura's Mom
Sara Gilbert
Anaugh
Rich Talarico
Barry's Customer
Matthew O'Neill
Beta Band Customer
Brian Powell
Middle Aged Customer
John Cusack
Rob
Iben Hjejle
Laura
Todd Louiso
Dick
Jack Black
Barry
Lisa Bonet
Marie De Salle
Catherine Zeta-Jones
Charlie
Joan Cusack
Liz
Tim Robbins
Ian
Chris Rehmann
Vince
Ben Carr
Justin
Lili Taylor
Sarah
Joelle Carter
Penny
Natasha Gregson Wagner
Caroline
Shannon Stillo
Alison Jr. High
Drake Bell
Rob Jr. High
Laura Whyte
Laura's Mom
Sara Gilbert
Anaugh
Rich Talarico
Barry's Customer
Matthew O'Neill
Beta Band Customer
Brian Powell
Middle Aged Customer
John Cusack
Rob
Iben Hjejle
Laura
Todd Louiso
Dick
Jack Black
Barry
Lisa Bonet
Marie De Salle
Catherine Zeta-Jones
Charlie
Joan Cusack
Liz
Tim Robbins
Ian
Chris Rehmann
Vince
Ben Carr
Justin
Lili Taylor
Sarah
Joelle Carter
Penny
Natasha Gregson Wagner
Caroline
Shannon Stillo
Alison Jr. High
Drake Bell
Rob Jr. High
Laura Whyte
Laura's Mom
Sara Gilbert
Anaugh
Rich Talarico
Barry's Customer
Matthew O'Neill
Beta Band Customer
Brian Powell
Middle Aged Customer