Claim: Teddy Sheringham was active playing football from 1983-2008, and in his 25 years of playing, he played with Millwall the longest  (eight seasons),  followed with the Tottenham Hotspur (five seasons).
Evidence: Tottenham Hotspur 1992–93 1993–94 1994–95 1995–96 1996–97 2001–02 2002–03 Tottenham Hotspur