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Stennett was born in Cardiff. During World War II, he served in the army and also worked as an entertainer. He made his professional stage debut with a group called the Harmaniacs. He later became resident comedian on a radio show, Welsh Rarebit, but his break was being chosen as one of the regular comedy guests on The Black and White Minstrel Show.
Although primarily a comedian, who has appeared in variety shows and pantomime throughout the UK, Stennett has played "straight" acting roles in television programmes such as Coronation Street and Casualty. He was best known as Sid Hooper in the ITV soap opera, Crossroads, before taking a lease on the Roses Theatre in Tewkesbury, Gloucestershire, England, in 1980.