Carlo Ancelotti – Chelsea (2009-2011)
Yes, his second and ultimately final season at Stamford Bridge wasn’t as impressive as the double he achieved in his debut campaign but Ancelotti only came a cropper when Roman Abramovich decided to start butting in and affecting his team selections and coaching personnel.
Since he exited the Premier League to much condemnation aimed at Chelsea from the media, rival fans and even their own supporters, he has gone on to win major titles with Paris Saint Germain and the Champions League with Real Madrid – but now he finds himself unemployed once against after his time at the Bernabeu has come to a close at the hands of another imposing bordering on maniacal club overlord in Florentino Perez.
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