Following a variety of TV appearances and live performances over the subsequent years, he realised his life-long ambition of performing at the Edinburgh Fringe Festival 2015 in THE MAN CALLED MONKHOUSE receiving critical acclaim for his solo performance.
Simon also filmed a principal guest role in series 3 of award-winning Ch4 sit-com TOAST OF LONDON. In 2016, Simon played Bob Monkhouse again in THE LAST LAUGH, a film written, produced and directed by Paul Hendy. The film won a number of awards including Best Comedy Drama at Los Angeles Independent Film Festival. Simon won Best Supporting Actor at Sydney Independent Film Festival and Best Actor at the Discovery Film Festival 2017.