Roland Richards was born and raised on the island of Montserrat in the Caribbean.

At age 15, he started his musical career as a trumpeter touring with Arrow, the original artists behind the song "Hot, Hot, Hot" (later made popular by Buster Poindexter). Afterwards he became the arranger/director/stage manager for the Multinational Force Band that supported Arrow worldwide.
Over the course of 12 years, they entertained the crowds at venues such as Reggae Sunsplash, Crystal Palace in London, Loreoli in Frankfort, Top of the POPS - BBC London, the World Beat Tour with Third World and Ladysmith Black Mambazo, and
the New Orleans Jazz Festival to name a few.