Reggae Dancehall Pioneers: Millie Small | My Boy Lollipop, Ska Pop & Jamaica's First International Hit

Discover the incredible true story of Millie Small, the teenage Jamaican singer who changed music history with “My Boy Lollipop.” In this episode of Reggae Dancehall Pioneers, we explore how a young girl from Clarendon, Jamaica became Jamaica’s first international recording star and delivered one of the first global ska-pop hits. From her early days in Kingston’s Studio One, to Chris Blackwell, Island Records, Ernest Ranglin, and the explosive success of “My Boy Lollipop,” this full story reveals how Millie Small helped open the door for ska, reggae, and dancehall to reach the world. We also dive into the deeper side of her legacy — the rise, the industry control, the underpromoted follow-up records, her connection to Jimmy Cliff, and her powerful protest song “Enoch Power,” which was famously banned by the BBC. This is more than the story of a one-hit wonder — it is the story of the woman who helped make Jamaica impossible for the world to ignore. If you love reggae history, dancehall history, Jamaican music legends, ska music, Island Records history, and untold music stories, this is an episode you do not want to miss. #MillieSmall #MyBoyLollipop #ReggaeDancehallPioneers #JamaicanMusic #Ska #ReggaeHistory #DancehallHistory #IslandRecords #ChrisBlackwell #StudioOne