5. Mateja Kezman
Closing down on the list of the worst signings by Jose Mourinho is Mateja Kezman. The Serbian striker joined Chelsea while Didier Drogba was also there so he shared the limelight with the Ivorian, who was more influential and was good in front of goal. Jose Mourinho signed the Serb from PSV for £5.3 million.
He played for Chelsea for 24 League games and scored 4 goals in the process which was not good enough for a striker and when you have a player like Didier Drogba as your competition you wouldn’t last at the club.
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