1) Angel Di Maria £59.7 million to Manchester United

Possibly one of the most surprising flops in Premier League history was Angel Di Maria, a player who it seemed would turn Manchester United into one of Europe’s best sides. However, in just one season he was judged as the Premier League’s worst signing.
He got off to a sharp start scoring two goals and getting two assists in his first four matches. But from then on it got much worse. From October onwards the Argentinian struggled and never played well again under Louis Van Gaal.
He scored just three Premier League goals in his United career and never replicated his form at Real Madrid where he was one of the world’s best in stages.
His magnificent form has returned since he has moved to PSG. He has only scored 16 goals in 57 league appearances, but he has a massive overall effect on every game he plays with his incredible dribbling ability.
The Argentinian is a world class player, but he is simply not suitable to the Premier League and his time in England made that clear.