Signed Teddy Sherringham Photograph

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Sheringham's first season at Old Trafford was difficult, although he scored 14 goals in all competitions he failed to meet expectations and was being linked with a move away from the club after the 1997-98 season ended without a trophy.

At the end of the 1997/98 season, during a game at Bolton, an incident occurred that caused a complete breakdown in Teddy's relationship with fellow striker Andy Cole. When Bolton scored, Sheringham blamed Cole, his strike partner for it, and Cole then refused to talk to him. The breakdown in their relationship was never resolved, and reputedly they never spoke again.

Speculation that Sheringham would leave United increased just after the 1998-99 season got underway, when Dwight Yorke moved to Old Trafford from Aston Villa. Sheringham's first-team chances were relatively limited but he still managed to get enough Premiership games to qualify for a title winner's medal at the end of the season — at the age of 33 he had finally won a major trophy. A week later he scored one of United's two goals in the FA Cup final to yield his second honour. Four days after the FA Cup triumph, Sheringham scored a dramatic stoppage-time equaliser against Bayern Munich in the Champions League final. With seconds of stoppage-time remaining Ole Gunnar Solskjær scored from Sheringham's headed flick-on, and United won a unique treble of the Premiership, FA Cup and European Cup which has yet to be equalled.

Sheringham did not get as many first-team chances as he might have hoped for during 1999-00, but he still played enough times to merit another Premiership title medal. In 2000-01, Sheringham played some of the best football of his career as he was United's top goalscorer, displacing Dwight Yorke as the preferred first-team player, as well as being voted Player of the Year by both the PFA and FWA. His fine form ensured that he was still involved with the national side despite being in his 35th year, being named in the squad for the 2002 World Cup.

Sheringham will always be loved by Manchester United suporters for that goal against Bayern Munich.