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Henry has been involved in drama, music and dance since the age of 3 and has won various prizes in singing and dancing competitions. He attended Stagecoach for seven years and has also taken up vocational training at MTM Productions. His debut television appearance came in 2003 where he featured in the Christmas episode of BBC's Casualty and soon after appeared on Planet Cook as a cook cadet. In 2012 Henry appeared on Channel 4's BAFTA nominated constructed-reality program The Audience. Prior to this he acquired a leading role in The Member of the Wedding at Wimbledon Theatre, taking on a powerful role with a Southern-American accent. Another notable stage appearance was a school production of Stepping Out which featured various tap-dancing numbers. Most recently Henry was involved in The Producers with amateur theatre company PLOS. He was chosen to present a slot on CITV and shortlisted for leading roles in both The Sound of Music and The Full Monty - however all these shows were then closed. In addition he was shortlisted for another leading role in Love Actually but the age criteria was changed.