As a youngster Teddy Sheringham supported the Hammers from the North Bank at Upton Park, but the 16-year-old began his professional career as an apprentice with east London rivals Millwall in 1982, after he impressed when playing for non-league club Leytonstone & Ilford during a youth game against the Lions.

The aspiring striker worked his way through the club junior sides before making his first team debut in January 1984 against Bournemouth. After eight years at The Den, playing 220 league games and scoring 93 goals, Nottingham Forest moved in, paying £2m for his services but although he scored goals for the City Ground club he never really settled and 13 months later he was back in London - moving to Tottenham Hotspur.

The goals started to flow again and by the end of the 1992/93 he had rattled in 29 to become the Premiership's "Golden Boot" winner. When Sheringham moved to Manchester United he was initially given the unenviable task of filling Eric Cantona's boots, and not surprisingly he struggled. After a period in the wilderness he came back to confound his critics during the 1998/99 run-in. After coming into the team which won the Premiership, he came off the bench in the FA Cup Final to play a key role in winning that trophy.

Amazingly he came off the bench again in the Champion's League Final to alter the course of the game, and United's history, by scoring the equaliser and setting up the winner. From having seen no silverware in his long career, he picked up the game's three most valued trophies within a few weeks. However, at the end of his contract in May 2001, he moved back to White Hart Lane and became a hero once again for the Spurs fans who had jeered him as a United player. After two successful seasons in north London, his contract came to an end and it seemed Teddy Sheringham no longer featured in Glenn Hoddle's plans.

Newly-promoted Portsmouth was quick to sign the experienced striker on a free transfer, and he immediately became a hit at Fratton Park. However, as the season wore on, he was less involved at Pompey and it was announced in May 2004 that the striker would be moving on again in the summer.

On the 14 July 2004 West Ham boss Alan Pardew secured the services of the former England striker on a free transfer. Sheringham made his West Ham United bow on the 7 August 2004 against Leicester City in a 0-0 draw at the Walkers Stadium. In what turned out to be a great decision by the manager, the veteran striker scored 20 goals to help the Hammers win promotion through the play-offs and earned himself the Powerade Championship Player of the Year award.

On 13 May 2006, Sheringham became the third oldest player to appear in an FA Cup final, at 40 years and 41 days old. The match ended 3–3, with Liverpool winning the trophy in a penalty shootout. Sheringham was the only West Ham player to convert his kick as Liverpool won the shootout 3–1.

On Boxing Day 2006, at the age of 40 years and 266 days, Sheringham became the oldest Premiership scorer, with the goal in a 2–1 defeat to Portsmouth and four days later holds the record for the oldest Premiership outfield player, starting in the 1–0 defeat against Manchester City. 

The striker was released at the end of his contract on 30 June 2007 and joined Colchester United as player manager. and retired from playing at the end of the 2007/08 season, his career ending on a low note as Colchester was relegated from the Championship. Returned to West Ham in May 2014, as an attacking coach and a year later, on the 1 June 2015 he joined League Two side Stevenage as their manager but was sacked eight months later after a poor series of results. Unfortunately that sequence continued when he joined Indian Super League club ATK, where he won only three of his ten games in charge before he was dismissed.