Ancelotti is one of the longest-serving managers in European football with the Italian having started his coaching career back in 1992 when he served as assistant manager to Arrigo Sacchi. He started his career as head coach with Reggiana in 1995 and has managed ten clubs so far including the likes of AC Milan, Juventus, Paris Saint-Germain, Bayern Munich and Chelsea alongside Los Blancos. He has five Champions League titles to his name and has won a total of 28 trophies.