8. Teddy Sheringham
Even the most passionate Tottenham fan found it hard to begrudge Teddy Sheringham a move to Man United when Sir Alex Ferguson came calling in 1997. After helping United to numerous trophies, including the Treble in 1999, the England striker returned to White Hart Lane in 2001 and, despite age catching up with him, used the famous ‘extra yard in his head’ to bag 27 goals in 80 appearances.
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