8. Jiri Jarosik
It is, in a way, somewhat baffling that an accomplished manager such as Mourinho has managed to be responsible for so many curious midfield signings. Jiri Jarosik, also capable of featuring as a defender, managed to pick up enough appearances during his very brief run with the club that he earned a championship medal after Chelsea won the Premier League title. That is about where the story ends as it pertains to Jarosik’s time with Chelsea. Jarosik was loaned out to Birmingham City less than a year after he joined Chelsea and he was later sold to Celtic.
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