
S01E01 Top Five Heartbreaks
After a first date gone wrong with Clyde, a "nice guy," record store owner Rob Brooks recounts her Top Five Heartbreaks and a recent emotional run in with her past.
It's Simon's turn to recount his Top 5 Most Memorable Heartbreaks. This might explain why he's been so nervous around his Barista crush and his jaded outlook on love.
Rob Brooks, a female record store owner in the rapidly gentrified neighborhood of Crown Heights, Brooklyn revisit past relationships through music and pop culture, while trying to get over her one true love.