in 2002, sinclair scored the most bizarre of his own goals. after 3 minutes into a game at middlesbrough, he coolly slotted the ball past keeper ian walker in a seemingly laid-back situation. this resulted in a 1–0 defeat for leicester. this own goal against middlesbrough was not to be his last for the club. in march 2004, sinclair and his leicester city teammates, paul dickov and keith gillespie were arrested in spain over sexual assault charges, while on a training holiday. the charges were later dropped. leicester released sinclair at the end of the 2003–04 season.