Pitt joined the management team as part of Rod Stringer's backroom staff in May 2016 and performed the role of head of recruitment and chief scout.

He left the club a few days after Stringer was sacked in January 2020 but has re-joined the club after being invited back by the current management team.

Pitt told https://www.chelmsfordcityfc.com: “My role is to directly support Robbie and assist him as required. With regard to my actual responsibilities in conjunction with Robbie they include amongst others player recruitment, player deals, preparation & arrangement of the pre-season programme, assisting in the set-up of the new academy and general managerial administration with all other aspects of the club and its staff”.