As a player Stewart featured in the National Youth League with Penrith City and Blacktown City before starting his coaching career with Nepean Metro.
Following a stint at Mounties Wanderers, Stewart became Technical Director of NPL side Mt Druitt Town Rangers, a position he had held since 2011.
Stewart was appointed Head Coach of the Wanderers’ NPL U13 boys in 2015 and currently holds an AFC B Licence.