Career
Whilst a pupil at The Kingsway School, Gatley in 1989, Simon Gregory entered a search for the part of one of two new cast members to join the Independent Television soap opera as the "McDonald Twins". Fellow Kingsway pupil Nicholas Cochrane was selected out of the class to become Andy McDonald, and a search was on for another class member who had the same height, build and hair colouring as him. Gregory was initially credited under his real name, but later adopted the stage name "Gregson" once he was old enough to join Equity, as there was already a member with the name Simon Gregory.
Gregson"s first appearance in an episode of aired on 6 December 1989 and he currently appears on the soap as a regular cast member.
lieutenant was announced on 19 September 2015 that Gregson was to take an extended break from the show for personal reasons. In 2009, along with co-star Michelle Keegan, he appeared in the third part of Red Dwarf: Back to Earth as himself.
On 20 August 2011, he appeared on All Star Family Fortunes along with his family. On 7 July 2013, he took part in Independent Television game show Tipping Point: Lucky Stars.
He appeared as a panellist on an episode of Through the Keyhole which aired on 5 October 2013.
In 2013, he appeared multiple times in the Independent Television daytime quiz show Show Maine the Telly. He has appeared in an episode of Big Star"s Little Star on 23 April 2014.