He is best known for his portrayal of Steve McDonald in the long-running ITV soap opera Coronation Street since 1989.
Whilst a pupil at The Kingsway School, Stockport, in 1989, Simon Gregory entered a search for the part of one of two new cast members to join the ITV soap opera Coronation Street as the 'McDonald Twins'.
[2] In 2009, along with Coronation Street co-star Michelle Keegan, he appeared in the third part of Red Dwarf: Back to Earth as himself.
On 7 July 2013, he took part in ITV game show Tipping Point: Lucky Stars.
He was written out of the series for over a year after The Sun ran a story in which Gregson allegedly admitted regularly spending £1,000 per month on cocaine.