12 Teddy Sheringham
Teddy Sheringham moved to Manchester United in 1997 and would go on to win three league titles in four seasons, winning him the footballer of the year honour. Incredibly, by today’s standards, he was 34 years old at the time. He would also win the Champion’s League in 1999 providing that assist for Ole Gunnar Solksjaer, against Bayern Munich.
Sheringham is also a Spurs legend. He was the league’s top scorer in the inaugural year of the Premier League with a haul of 22. Beloved by the Londoners, his partnership with Jurgen Klinsmann was famous. He would also play for the likes of Portsmouth and West Ham United.