Sheringham played as a forward, mostly as a second striker, in a 24-year professional career. Sheringham began his career at Millwall, where he scored 111 goals between 1983 and 1991, and is the club's second all-time leading scorer. He left to join First Division Nottingham Forest. A year later, Sheringham scored Forest's first ever Premiership goal, and was signed by Tottenham Hotspur. After five seasons at Spurs, Sheringham joined Manchester United where he won three Premiership titles, one FA Cup, one UEFA Champions League, an Intercontinental Cup and an FA Charity Shield. In 2001, he was named both the PFA Players' Player of the Year and FWA Footballer of the Year. The pinnacle of his career came when he scored the equaliser and provided the assist for Manchester United's winning goal in the 1999 UEFA Champions League Final against Bayern Munich, both goals coming in injury time of the second half.