With a background in theatre, Henry has performed on stage at venues such as the Curve Theatre in Leicester and the Drayton Arms Theatre. In 2023, he starred in My Neighbours are Kinda Weird, which had a successful two-week run at the Edinburgh Fringe Festival. That same year, he made his stand-up debut as part of Knock Knock, a creator-led showcase at the Edinburgh Fringe.

In 2024, he premiered his first solo Edinburgh show, Just Literally, at the Pleasance, where he sold out his entire run and received rave reviews. Following its success, he took the show on a UK tour, selling out major venues, including Alexandra Palace and Richmond Theatre, and earning four stars from The Times.

Now focusing on acting, Henry recently completed the short film What Feminism Is, directed by Emma Smith, and is currently filming the Lionsgate/MGM+ series Robin Hood.