1. Jose Mourinho
The Chelsea boss remains one of the world’s most successful coaches, and started out as Sir Bobby Robson’s translator at Barcelona. Whilst there he learned under and alongside some of the game’s brightest pupils and duly took his chance for success whilst at the helm of Porto, where he won the Champions League. Since then he has won everything in sight with Chelsea, Inter Milan and Real Madrid. Now back at Stamford Bridge with a whopping 20 titles to his name, and he’s looking for more.