Gregory gained his first stage experience at the age of 17 on The Voice UK (2013), where he was eliminated in the preliminary round. His next public appearance was in 2016 as a performer in the BBC series The A Word, in which he played the role of Luke Taylor in six episodes. After that, he shifted his focus back to music and toured the UK and Germany for the following two years. He was on stage during this time opening for musicians such as Jessie J, Will.i.am and Tom Jones.
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