Mighty Shadow
 Winston Anthony Bailey OBE (born 4 October 1941) better known by his stage name The Mighty Shadow or Shadow is a calypsonian from Trinidad and Tobago. Bailey was born in Belmont a suburb of Port of Spain in Trinidad but grew up in Les Coteaux Tobago with his grandparents. He began to sing at a very early age and he wanted to be a singer although his grandfather told him he must be a lawyer.He won the Road March in 1974 and 2001 with Bassman and Stranger respectively.