6. Jo –Â ÂŁ18 million Loss
Coming in at number-6 is another failed Manchester City signing.
Brazilian footballer Jo joined Manchester City from CSKA Moscow in 2008 for £18 million but things did not go as planned as he saw himself going out on loans for the majority of his career in Manchester.
He went out on loan 3 times overall, twice at Everton and the last one at Galatasaray, before permanently joining Internacional for free.
Manchester City eventually making a loss £18 million.