He made over 150 appearances for Carshalton Athletic as well as playing for Aldershot Town and AFC Wimbledon.

He acted as caretaker manager of the club between 19 September 2012 and 10 October 2012, before resuming his post as coach following the appointment of Neal Ardley.

Bassey left the Bees at the end of the season to pursue an opportunity with an English Football League club.

[4] Bassey became interim head coach at Portsmouth on 3 January 2023 after Danny Cowley was dismissed the previous day.

[5] Simon Bassey departed on 20 January 2023 when John Mousinho was appointed as Head Coach by Portsmouth F.C..[6] In May 2024, Bassey joined League Two club Colchester United as head of recruitment, once again supporting manager Danny Cowley having worked with him at Portsmouth.