Simon Messingham wrote with Alexander Kirk the TV comedy series Tales of Uplift and Moral Improvement, which starred Rik Mayall. He also wrote The Dave Saint Show, which starred John Thomson.

Simon has also appeared in numerous sketch show outfits, written and directed short films, was commissioned by the UK Film Council to write the feature film comedy Goth Holiday, co-wrote the play The Teen People and was the 2005 winner of the British Fantasy Society Short Story Competition.