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

9. Asier del Horno 

Asier del Horno was acquired by Mourinho in June 2005. The left back ended up being nothing more than a transitional player for Chelsea. Del Horno had been with the club for a single season when Mourinho completed the long process of acquiring Ashley Cole. That signing made Del Horno a backup option and Mourinho allowed the player to move on from the club during the 2006 summer transfer window. While it is fair to say that not every transfer is going to be a gem for a manager, Del Horno deserves to be mentioned as one of the worst signings that Mourinho has made.