[1] Anthony Hopkins cast him as Willy Nilly in his production of Under Milk Wood for the official opening of the AIR Studios at Lyndhurst Hall, Hampstead in 1992, in aid of The Prince's Trust.

Hopkins then asked Simon to personally assist him on his film and theatre productions of August, an adaptation of Anton Chekhov's Uncle Vanya, moved to North Wales.

He played De Brie in the original 1992 UK production of David Hirson's multi award-winning La Bête and Bassanes in John Ford's The Broken Heart, both at the Lyric Hammersmith.

[4][5] His other TV appearances include The Reckoning, Unforgotten, This England, The Girl Before, Life, Black Earth Rising, Next of Kin, Stan Lee's Lucky Man, The Interceptor, EastEnders, Doctors, Red Dwarf X (episode The Beginning), Lynda La Plante's Above Suspicion: Silent Scream, Bodily Harm and Charles II: The Power and The Passion, Soldier Soldier, Boon and By the Sword Divided (as Charles II).

He recently adapted Jim Broadbent's A Sense of History for the stage; wrote and directed Smile for Miniaturists 24 at the Arcola; and devised and scripted Neither Here nor There (a celebration of cult Scottish comic Chic Murray), broadcast on BBC Radio 2 in August 2007.