8. Juan Sebastian Veron (Manchester United to Chelsea, 2003)
Bought for: £28m Sold for: £15m Loss: £13m
Despite Sir Alex Ferguson’s expletive-laden rant in support of the player, fans and pundits were left with no doubts whatsoever that Veron was an expensive flop and one of Ferguson’s worst signings.
So, after 2 seasons at Old Trafford during which time he made just 51 appearances, he was sold to Roman Abramovich’s Chelsea for less than half of the record breaking fee that he was signed for.
7. Robinho (Manchester City to AC Milan, 2010)
Bought for: £32m Sold for: £15m Loss: £17m
Robinho finished his first season at City as the fourth top scorer in the league. His second season though was an extremely forgettable one as he struggled with injuries and scored just 1 goal. He was loaned out to Santos in 2010, before City found a buyer in Milan.