High Fidelity (2000)

Cast: John Cusack, Iben Hjejle, Todd Louiso, Jack Black, Lisa Bonet, Catherine Zeta-Jones, Joan Cusack, Tim Robbins, Chris Rehmann, Ben Carr

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".…