In his playing days Reid started off at Dumfries club, Queen of the South where he was signed by Nobby Clark.

[9][10] At the end of his second year in Sweden Östersund were runners-up in the 2015 Superettan earning promotion to the top flight.

[10] Reid was appointed assistant manager at Swansea City on 11 June 2018, again working with Graham Potter.

[12] The Swans made the quarter final of the FA Cup controversially losing to Manchester City.

[14] Reid was set to take charge of Brighton's away fixture at Leicester City on 23 January 2022, due to Potter testing positive for Covid–19.

However, Reid himself later tested positive meaning first team coach Björn Hamberg had to take charge of the 1–1 draw.

[17][19] Just over 6 months in, after a sustained run of poor results, Reid left Chelsea along with Potter.

[20][21] On 9 January 2025, Reid was appointed first-team coach at West Ham United, once again supporting Graham Potter.