Sinclair arrived at Filbert Street in 1998 with an impressive pedigree, having established himself at Chelsea and represented Jamaica on football's biggest international stage. Signed by Martin O'Neill for a reported fee exceeding £2M, he would become an important figure during a memorable period in City's history.
A graduate of Chelsea's youth system, Sinclair developed into a dependable top-flight defender, reaching the 1994 FA Cup Final before winning the competition in 1997 and the League Cup in 1998.
That summer, he represented Jamaica at the FIFA World Cup in France, appearing in all three fixtures as the Reggae Boyz made their historic tournament debut. His Leicester career began shortly afterwards, with Sinclair impressing against Manchester United at Old Trafford little more than 24 hours after completing his transfer.
Combining ability and versatility, he quickly established himself in O'Neill's side. Comfortable in a back three or four, his tackling, aerial ability and intelligent reading of the game made him a formidable opponent.
His first City goal came against Birmingham City in the FA Cup, while the following season brought another major honour. Despite an unfortunate start to the campaign, including two late own goals early on, Sinclair played his part as Leicester defeated Tranmere Rovers at Wembley to lift the League Cup in 2000.
Injuries disrupted Sinclair's progress during 00/01, but his commitment became particularly evident throughout the difficult 01/02 campaign, when his performances earned him Leicester City's 2002 Player of the Season award despite relegation from the Premier League.
He subsequently became an influential figure in the Club's immediate response. Under Micky Adams, City secured promotion in 02/03, with Sinclair's experience and defensive reliability helping provide the foundations for a successful first season at our new stadium on Filbert Way.
Although the following campaign ended in another relegation, Sinclair still had moments to savour. On the final day at Highbury in May 2004, his determined run and cross created Paul Dickov's headed opener against an Arsenal side completing an unbeaten ‘invincible’ league season.
Sinclair departed that summer, joining Burnley, where former Leicester coach Steve Cotterill appointed him captain. Also returning to Leicester as Jamaica faced Brazil in a star-studded friendly in 2003, spells with Huddersfield Town, Lincoln City and Wycombe Wanderers followed, with the latter bringing another promotion in 2009 under former Foxes Manager Peter Taylor.
He later entered management, notably guiding Colwyn Bay to Conference North survival with six consecutive victories in 2013, before further roles at Brackley Town and Hednesford Town. Coaching spells at Stoke City, Port Vale, Doncaster Rovers and Burnley have since followed.
His six years at Leicester City brought some of the Club’s most memorable moments, with his contribution to Wembley success and Premier League promotion securing his place among our most respected defenders.