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#2 Angel Di Maria - 2014 (£59.7m)
It is hard to pinpoint exactly what went wrong with Angel Di Maria at Manchester United.
The Argentine international had arrived Old Trafford from Real Madrid in a mega-deal which saw him become the most expensive Premier League signing at that point of time, and he came in with a rock-solid reputation as one of the best wingers in the world, having just inspired Real Madrid to the long-elusive La Decima.
Upon arriving, Di Maria inherited the famed number 7 jersey, but unlike illustrious names who have worn it in the past like Cristiano Ronaldo, David Beckham, Eric Cantona, and George Best, he did not do justice to the shirt's legacy.
It started well enough for Di Maria, and he scored a spectacular solo goal in a 5-3 defeat to Leicester City, but things soon unraveled for him after he sustained a hamstring injury.
Things got progressively worse for him in a United jersey, with the nadir coming when he was sent off in an FA Cup defeat to Arsenal for diving and grabbing the shirt of referee Michael Oliver.
Angel Di Maria was sold to PSG for the sum of €50m, and the fact that he has gone on to shine with the Parisians only serves to further mystify his struggles at Old Trafford.
