#1 Jose Mourinho
The self-proclaimed 'Special One'. Jose Mourinho was undoubtedly the premier coach in the world in the noughties, first guiding Porto to an unexpected UCL triumph in 2004 before moving on to Chelsea where he helped set the template for all the club's massive achievements in the last 15 years.
Mourinho has been a serial winner at every club he has been at, from Porto to Chelsea, Inter with whom he won the treble in 2010 as well as Real Madrid and Manchester United.
Even though the 55-year-old might have suffered a bit of a decline in recent years, it takes nothing away from all the successes he has had, having won 25 major honours throughout his managerial career and has the unique distinction of being one of five men to have won the UCL with two different teams, in addition to being the fifth man to have won league titles in four different countries.
Like most other great managers, Mourinho had an unspectacular playing career, turning out for a couple of unfancied Portuguese clubs and made just 94 appearances in his eight-year playing spell.