Sometime before the start of his career, Bain was in charge of his own dance troupe, the Bee Wee Ballet of Grenada, whose performances were some of the first that contributed to the birth of what became the Notting Hill Carnival.
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Wynter also appeared in the Walt Disney West End production of The Lion King as leading role Raffiki in 2001, and in the autumn of 2008 played the title character in Catalysta at the Oval House Theatre in Kennington, directed by Robert Icke and written by Allister Bain.