
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.
In hopes of understanding why her relationships continue to fail, Rob decides to track down her Top 5 Heartbreaks. What starts out as a satisfying romp down memory lane, ultimately leads her to the one conversation she’s been avoiding. Meanwhile, Cherise starts to put her musical talents out there.
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.