High Fidelity by Nick Hornby

This novel revolves around the life of a record store owner in his mid-thirties who is obsessed with pop culture, particularly music. He has just been dumped by his long-term girlfriend and begins to question his life choices. As he revisits his top five breakups, he decides to get in touch with the exes to find out what went wrong in each relationship. Throughout this process, he learns a lot about himself, his fears, and his shortcomings while trying to make sense of his life.

The 902nd greatest book of all time