8. Sergei Rebrov – Dynamo Kiev to Tottenham Hotspur, £11m, 2000
At Dynamo, Rebrov virtually matched Andrei Shevchenko goal for goal, however, where Milan sought to bring his teammate on board, Spurs plumped on Rebrov thinking that he would fire them to glory.
Sadly, it didn’t work out that way and 10 goals, 60 appearances and four years later he was off. West Ham decided to take a chance on him, but he lasted just a season at Upton Park where one goal in 27 games was enough to see him back to his homeland and his early promise would go unfulfilled.