Jose Mourinho is the only manager who has happened to be lucky to get a chance of coaching Chelsea FC twice under the current Boss Roman Abramovich. Mourinho is undoubtedly the best performing manager under Abramovich era so far. During his first term at Stamford Brigde from 2004, the Portuguese international manager was able to turn the Premier League dominance to Stamford Brigde. Before him, Manchester United and Arsenal FC were the league dominating clubs. He was able to change this in just the first season of his career with the Blues.

He was able to win the season again in the following season and recorded the highest points ever in the Premier League. In the same season, the manager was able to win the Community shield cup and League cups. In 2007, Mourinho was able to win a League cup and FA cup before being sacked the same season. During his second stint, the manager was not so successful but he performed somehow well. In 2015, he managed to win the English Premier League title and Europa League title before being sacked again.

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