feature twice in the 2000 CONCACAF Gold Cup and ended his international career in October 2003 after a total of 28 caps. Sinclair was appointed as player-manager at Colwyn Bay in February 2013 and was named as Conference North Manager of the Month in April and December 2013. He went on to serve Brackley Town as caretaker-manager in October 2015 and served as Hednesford Town manager from December 2015 to April 2016. He later spent time as a coach at Stoke City, Radcliffe, Port Vale and Doncaster Rovers. He is the father of fellow professional footballer Tyrese Sinclair. He was appointed assistant manager at Doncaster Rovers on 30th December 2021. Club career Chelsea Sinclair was born in the London Borough of Lambeth and grew up in Clapham. He attended Pimlico School in Westminster and was offered trials at Chelsea, Arsenal and Wimbledon whilst he represented the West London district team. He later joined Chelsea as an eleven-year-old, stating that supporting the club was a major influence in his decision making. He progressed through the youth age groups, going on to sign as an apprentice in April 1988, before turning professional in May 1990. In April 1991, after a run of four consecutive defeats, Chelsea manager Bobby Campbell decided to blood some youngsters at Luton Town. Sinclair was chosen out of position at left-back, but impressed on his debut as Chelsea fought back from 3–0 down to draw the match 3–3 despite having ten men for the whole of the second-half. He kept his place in the side for the next three fixtures at left-back but was subbed off at half-time in a 7–0 away defeat to Nottingham Forest and then rested for the remainder of the 1990–91 season. He made his first appearance of the 1991–92 campaign in Chelsea's first away game, a disappointing 3–0 defeat to Oldham Athletic at Boundary Park. After this performance he was dropped from the side and failed to make a matchday squad under manager Ian Porterfield. In December 1991 he was sent on a short loan spell at Third Division side West Bromwich Albion to gain some more experience. He impressed on his Albion debut, which came in a 1–1 draw away at Bradford City on 14 December. In only his second appearance for the club, he was sent off for violent conduct in the draw with Exeter City when he was involved in