David Bentley - Tottenham Hotspur
It's easy to forget that Spurs paid an incredible £15million to bring Bentley to White Hart Lane, with a potential £2million in add-ons throw in for good measure.
But, the man who tipped himself to follow in Beckham's footsteps never reached the high standards he set himself, going out on four loan spells during his five years in north London.
True, there was the occasional glimpse of brilliance - such as against Arsenal at the Emirates Stadium - but Bentley was never consistent enough to justify the huge price tag.
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