After a chance encounter in the park, a teenage boy shares music with an elderly woman, uncovering her past as a renowned musician and sparking a conversation about the importance of life's journey.
When record store owner and compulsive list-compiler Rob Gordon gets dumped by his long-time girlfriend, Laura, because he hasn't changed since they met, he revisits his top five breakups of all time in order to figure out what went wrong. As he examines his failed attempts at romance and happiness, the process finds him being dragged, kicking and screaming, into adulthood.
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