Humphrey is an actor, comedian, writer and the community director of Wrexham football club, featured in the EMMY award-winning documentary series Welcome to Wrexham. He won the Edinburgh Comedy Award for Best Newcomer and has appeared on Have I Got News For You, 8 Out of 10 Cats Does Countdown and Whose Line Is It Anyway as well as hosted Sketchorama. He was formerly a member of the sketch comedy troupe The Penny Dreadfuls.