[2] He then became well known as the appropriately named "Chancer", best friend and source of problems to Willie Melvin (Gerard Kelly) in the 1987 sitcom City Lights.

In the feature film Time Teens, he portrayed a villain (Black Ruthven) with writer/actor Ian Grieve[6] directed by Ryan Dewar.

He continued in his darker comedy as William Donaldson in Ian Pattison's Willie and Sebastian[7] at the 2015 Edinburgh Fringe when he won the coveted Stage Award for Acting Excellence for his performance.

[13] Other theatre performances include:[14] Dario Fo's Trumpets and Raspberries (1985) with Elaine C. Smith and Alan Cumming; Werewolf (1999); Guys and Dolls (2001) at Lyceum, Edinburgh; The Woman Who Cooked her Husband (2004); A Limited Run (2005); Stones in His Pockets (2005); The Rise and Fall of Little Voice (2008); and Irma Vep (2009) at Perth Theatre with Steven McNicoll.

[14] In August 2018, Gray, who was beginning a run of the play Junkies at the Edinburgh Festival Fringe, felt unwell and withdrew from the show, and from the filming of River City that was to follow.