Football: Top 15 worst signings of Jose Mourinho (With Pictures)

3. Juan Cuadrado 

The sun has not yet set on this transfer, but all indications are that Juan Cuadrado will be among the lists of the worst signings ever made by Mourinho. Mourinho acquired the services of Cuadrado during the January 2015 transfer window and the player has thus far made no impact for Chelsea. Cuadrado is currently on loan at Juventus and he will likely make a permanent exit from Chelsea if Mourinho is shown the door by the club at some point before the spring of 2016. We could, in future days, refer to Cuadrado as maybe the worst signing Mourinho made during his return to Chelsea.