8. Bebe – Vitoria de Guimaraes to Manchester United, 2010
Would you spend $30,000 on a car you never had a chance to look at? How about $300,000 on a home you never walked through? Well, even though he is considered one of the best football managers of all time, Sir Alex Ferguson did just that when he signed Portuguese teenaged winger Bebe for 7.4 million pounds.
Vitoria benefitted hugely from the deal, signing Bebe from from his hometown club Estrela de Amadora for free before turning around and selling him to Manchester United only five weeks later.
The youngster hardly played for the Manchester outfit, tallying 7 appearances and 2 goals for the Red Devils in his first season, before being loaned out for the next three years. Finally, last season, Manchester United managed to sell off the undervalued winger for 3 million Euros, less than half the value of the price they paid.
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