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#1 Jose Mourinho - £18 million
Jose Mourinho is a man that doesn't need an introduction. He's won major honors with every club he's had the chance to lead.
But it is his love-hate relationship with Chelsea that's really special. He had two spells as the Blues manager and in both of the spells he led the team to Premier League glory, and on both the occasions he was sacked by the club management, midway through the following season.
It was his sacking in 2007 that saw Roman Abramovic cough up a whopping £18 million to see him off Stamford Bridge.
To this day, this remains the single biggest sum of money paid to a football manager as part of the severance package. Though Chelsea again had to compensate him with £8.3 million more in 2015 after sacking him for the second time.
It has been reported in the MEN that his huge pay-off clause is what is keeping him in his current position at Manchester United at the moment.
