9. Rafael van der Vaart – Real Madrid to Tottenham Hotspur, 2010
Spurs weren’t even linked with the Dutchman until hours before the window shut and even then it wasn’t clear that Harry Redknapp had worked his magic again.
It wasn’t until the following afternoon that the deal was confirmed and Van der Vaart helped Tottenham in their maiden Champions League campaign and spent two years at the club.
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