Ashley Cole
Chelsea paid £5m plus William Gallas for the left-back in 2006 and it proved to be a fantastic piece of business for the London club, although it must be said that Mourinho wasn’t the one who would get to see the best of the fullback in a Blues shirt.
Cole won the 2009/10 Premier League under Carlo Ancelotti, as well as winning both the Champions League and Europa League during his time at Stamford Bridge.