

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".
Acting
Jack Black's 'Let's Get It On' scene — career-making chaos.
Writing
Fourth-wall breaks that somehow feel intimate, not cute.
Direction
Stephen Frears makes self-pity genuinely cinematic.

Director
Stephen Frears
Trivia, insights & behind the scenes
Nick Hornby's novel was set in London; Cusack insisted on transplanting it to Chicago, his hometown.
The film predicted vinyl's 2010s resurrection while simultaneously documenting its 2000s obsolescence — a perfect time capsule of music snobbery in transition.