#1 Roque Santa Cruz

The Paraguayan striker had spent eight seasons in the Bayern Munich first team before proving his Premier League adaptability and skill for Blackburn Rovers, managing 23 goals in 57 EPL matches.
So when City went after him and had him sign the dotted line for 17.5 million, it seemed like an excellent deal for the Manchester club and for Cruz who had a chance to restore his career to higher avenues with newly minted City.
Santa Cruz took some time to settle down in his new surroundings and manager Mark Hughes was sacked and replaced by Roberto Mancini, who viewed Santa Cruz as surplus to his requirements.
In 2011 he was sent on loan to Blackburn and he never played for City again managing a grand total of 22 games and four goals in the four seasons of his official Manchester City contract.
Santa Cruz recovered since the City spell with Malaga but did not really find his groove again and has wandered between clubs in Spain before he made the move back to South America where he is still playing.
A disastrous spell for all parties involved and Manchester City want to erase this one from their memories permanently.