David Bellion - Sunderland to Manchester United
Despite his deservedly formidable reputation as a Manchester United managerial, Sir Alex Ferguson was also renowned for making the odd bizarre transfer involving a decidedly average player on occasion.
One such player was French forward Bellion. Having signed for Premier League Sunderland in 2001, the 30-year-old was powerless to prevent the Black Cats being relegated with a humiliatingly-low points return.
He made the shock move to Old Trafford on a free transfer in June 2003 following the expiration of his contract and did not endear himself to the United faithful in a subsequent three-year stint.
Bellion joined Ligue 1 title hopefuls Bordeaux in 2007.