Jose Mourinho

Self-proclaimed "Special One" was chosen by Russian Billionaire Roman Abramovich to spearhead Chelsea into a new era of domination. With the help of Abramovich's riches, Jose delivered two League titles in his first stint as a Chelsea manager before being sacked in September 2007. Mourinho returned to Chelsea during 2013 and delivered another league title the following season. After a poor start to a 2015-16 season, Mourinho was forced to leave Chelsea for the second time in his career. Upon sacking of Louis Van Gaal, Manchester United appointed Mourinho as their new manager. He won Europa League in his first season and secured a second place league finish the following season.
Mourinho, who is known to be one of the greatest football tacticians of the modern generation has won league titles in all the countries that he has managed in, including three in England (Second behind Sir Alex and equal with Wenger). With Two Champions League and numerous other trophies, Jose arguably has the most impressive managerial CV in the World football.