Hernan Crespo: Inter Milan > Chelsea – £16.8m
For what Crespo didn’t cost Chelsea in a transfer fee he certainly made up for with his high wages and in the end earned over £25m from the West London club despite just 33 Premier League Starts and 25 goals in all competitions.
Probably remembered for his brilliant strike against Arsenal to signal the start of the Abramovich era for the Blues but was sidelined with the arrival of Mourinho and eventually departed after being loaned out in 2008