Little Harry was born in the parish of Saint Thomas, Jamaica. He attended the Bell Rock Prep School, then to the Hampton Court Primary School, the Port Morant All Age School and Saint Thomas Technical High School. He started deejaying when he was ten years old, that is in 1979. The first Sound System he featured on was Black Lion, which played at the Land Top in Port Morant, he was at this time 12-13 years old. The owner of the sound, Gogoil, was a friend of Little Harry's.