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#4 Andriy Shevchenko
Andriy Shevchenko was one of the best strikers in the world when he joined Chelsea in 2005 from AC Milan. Having helped the club become champions of Europe and Italy, a lot was expected of the Ukrainian when he signed for Jose Mourinho's team.
However, Shevchenko spent three pretty frustrating seasons at the club, never hitting the heights of his Milan days before going back to San Siro and then all the way back to where it all started: Dynamo Kyiv.
Like some others in this list, he also got into a feud with Jose Mourinho, who left the club before the Ukrainian did.
#3 Mohamed Salah
Mohamed Salah is one big player that got away from Jose Mourinho. The Portuguese tactician was instrumental in bringing the Egyptian forward to Chelsea, but the Pharaoh never got many chances for the Blues in his two seasons at the club before he was loaned out to Roma.
Salah only played 19 times for the club, netted twice during this period, before rediscovering his mojo in Italy. It was at this time that Liverpool happened and there was no looking back for Salah.
Mourinho later reportedly said that he didn't have a hand in Salah moving out from his team, but history will remember this as a big Mourinho miss nevertheless.
#2 Alexis Sanchez
Not much needs to be said about the most publicised transfer flop in Manchester United history, but Alexis Sanchez deserves a mention high in this list simply because of the scale of his failure at the club.
Manchester United paid £59.3 million in wages to the Chilean. In return, they got three precious Premier League goals.
Sanchez has later said that he found the atmosphere at the training ground off on the very first day and wanted to move back to London then and there. Now at Inter, Sanchez never blossomed under the strictly-regimented style of Mourinho.
#1 Kevin De Bruyne
Now one of the best midfielders in the world, not getting the best out of Kevin De Bruyne at Chelsea will remain one of Jose Mourinho's greatest regrets.
Mourinho's second spell at Chelsea gave him the opportunity to mould the brilliant, young playmaker into the finished product that he is today. Howver, Mourinho rarely played him, despite De Bruyne showing glimpses of his class during the limited opportunities he received.
Clearly, Mourinho's pragmatic ideas could not accommodate a fledglnig but free-spirited talent like De Bruyne, and the Belgian soon moved on to Wolfsburg.
Currently at Manchester City, De Bruyne has clearly found more resonance with Pep Guardiola than he did with Mourinho and has blossomed into a complete playmaker with immaculate vision, passing and shooting abilities.
