 The most successful person to manage Milan is Nereo Rocco, who won two Serie A titles, three Coppa Italia, two European Cups, two Cup Winners' Cups and one Intercontinental Cup during his tenures as head coach and technical director.Rocco has also been Milan's longest-serving manager, managing the club for 459 matches (323 as head coach and 136 as technical director) in five different spells between 1961 and 1977.Milan's longest-serving manager over a single time-span is, instead, Carlo Ancelotti, whose tenure lasted seven years and 236 days, from 6 November 2001 to 30 June 2009.