5 managers who have the most difficult jobs in Football

Vincenzo Montella
Vincenzo Montella has the unenviable job of returning the glory days back to Milan 

#4 Claudio Ranieri (Leicester City)

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Claudio Ranieri
Claudio Ranieri is finding it hard to keep his star players even after winning the Premier League
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The Italian has just come off the most splendid awe-inspiring season of his life. Any combination of adjectives would seem like an understatement for what he achieved with Leicester last year, but it is proof of the incredible competitiveness of the EPL that he already has an incredibly tough job to now try and replicate last year’s success.

The fans are delighted of course, and will remain so whatever happens this year, but there’s the added burden of expectation now, a Champions League campaign to navigate, and competing with the massive money swirling around other clubs.

Manchester United, City, Chelsea, Arsenal and Liverpool have clearly shown they are in no mood to dawdle anymore. Spurs and West Ham will continue to improve under Pochettino and Bilic, and Leicester will need to be at their brilliant best to show that they are a genuine force in English football.

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