High Fidelity (2000)

When record store owner Rob Gordon gets dumped by his girlfriend, Laura, because he hasn’t changed since they met, he revisits his top five breakups of all time in an attempt to figure out what went wrong. As Rob seeks out his former lovers to find out why they left, he keeps up his efforts to win Laura back.
Stephen Frears
John Cusack, Iben Hjejle, Todd Louiso, Jack Black, Lisa Bonet, Catherine Zeta-Jones, Joan Cusack, Tim Robbins, Chris Rehmann, Ben Carr, Lili Taylor, Joelle Carter, Natasha Gregson Wagner, Shannon Stillo, Drake Bell, Laura Whyte, Sara Gilbert, Rich Talarico, Matthew O’Neill, Brian Powell, Margaret Travolta, Bruce Springsteen, Jillian Peterson, Dick Cusack, Susan Yoo, Chris Bauer, K. K. Dodds, Marilyn Dodds Frank, Duke Doyle, Aaron Himelstein, Jonathan Herrington, Daniel Lee Smith, Leah Gale, David Darlow, Erik Gundersen, Alex Désert, Alan S. Johnson, Ian Belknap, Andrew Micheli, Polly Noonan, Philip Rayburn Smith, Michele Graff, Susie Cusack, Liam Hayes, Damian Rogers, Robert A. Villanueva, Joe Spaulding, Scott A. Martin, Heather Norris
tt0146882