Henry answered an open call to audition as understudy for Simba in The Lion King while he was in his second year at Urdang Academy in London. As a student, he was not supposed to audition for professional roles, but skipped his classes. When he returned, the principal summoned Henry to his office and asked where he had been. He said he was ill and the principal told him that the casting director of The Lion King called and said he had the part.[1]
In 2013, Henry competed in series two of the BBC's The Voice UK, where he was mentored by both will.i.am and Jessie J. He reached the grand final and ultimately finished in fourth place. His performance of Ray LaMontagne's "Trouble" has received over 12 million hits on YouTube,[5] and LaMontagne’s original recording re-entered the UK Singles Chart following the airing of Henry's performance.[6]
In 2015, he released his debut solo album Red Flare, which was recorded live at the studio owned by The Feeling’s Dan Gillespie and produced by Mr Hudson. He promoted the album with a UK tour supporting pop icon Cyndi Lauper.[7]
In 2020, Henry co-created and starred in the new musical, The Drifters Girl, alongside Beverley Knight. The show delayed its original October 2020 opening at the Garrick Theatre in London, due to the COVID-19 pandemic, eventually opening in November 2021, following previews at the Theatre Royal, Newcastle-Upon-Tyne in October 2020.