4. Millie Small, “My Boy Lollipop”
“My Boy Lollipop” was the first worldwide hit to come out of Jamaica and is often credited as the song that started the Jamaican music revolution of the 1960s. The early ska hit was also the release that launched Chris Blackwell’s Island Records empire, and, as seen above, certainly the first song to get a Caribbean artist on Finnish TV. While Small continued to record and perform into the early 1970s, a second hit eluded her.