On Saturday May 24, 2014, he won his third Champions League as manager by beating Atlético Madrid 4-1. After 12 years, juventis jersey Real won its tenth Champions League in Carlo Ancelotti's first season at the head of the club. He wore the Giallorossi jersey for the first time on September 16, 1979 with AS Roma against AC Milan (0-0) and therefore made his debut in Serie A on this occasion. He played 23 matches during his first season and began to establish himself more and more within the system of Nils Liedholm, coach of the Roman team until 1984. In Rome, in just eight years, he won an Italian Champion title in 1983, four Italian Cups (in 1980, 1981, 1984 and 1986) and reached the final (but without playing) of the 1984 Champion Clubs' Cup (beaten by Liverpool on penalties).

The following season, his team again played the leading roles in Serie A where they finished in second place, failing just one point behind Lazio Rome and being overtaken by the Romans on the last day after a memorable defeat ( 0-1) on the lawn at the edge of the Perugia arena. Neck and neck with a few days to go, it is Paris Saint-Germain who are giving up valuable points in the title race, particularly during their trips to Auxerre, where Carlo Ancelotti's men are joining the score in end of the match (1-1), and in Lille, where after leading 0-1 the Parisians ended up losing (2-1). As he had predicted several times in the media, Carlo Ancelotti and PSG will play for the title on the 38th and final day of the season in a remote duel with Montpellier. The two men are almost equal; PSG acquired 40 points in the first part of the season and 39 points in the second part.

While the Milanese led 3-0 at half-time, Rafael Benítez's men came back to 3-3 after the hour mark before winning 3-2 on penalties. According to analysts, this is proof that Ancelotti wants to establish a more direct game similar to that of Jupp Heynckes and which also characterized him at Real Madrid or even at AC Milan. He reestablished the bar offering fourth place to the club at the end of the 2001-2002 financial year but was criticized by the club's management (in particular Silvio Berlusconi) who criticized him for implementing a game that was too defensive, unusual for the Milanese. ↑ Rémi Dupré, “Thiago Silva, the captain who gave up the helm. ↑ “PSG, ​​Thiago Silva: “We’re not playing very well””. ↑ Le Parisien, “Zlatan Ibrahimovic: “A World Cup without me, I’m not going to follow””, Le Parisien, June 3, 2020 (read online). The Héraultais do not weaken in the final straight. A sign of his growing influence in this team, he became captain of the team from 1985 before his departure for AC Milan in the summer of 1987. With Roma and in 8 seasons, he played 171 matches and scored 9 goals.

From 1987 to 1992, he was part of the great AC Milan team, a reference in European football during the 1990s and considered one of the greatest teams of all time. The Franco-Scottish Auld Alliance partly explains this fraternization. He is quickly becoming a major player on this team. He is then the fourth manager (with Miguel Muñoz, Giovanni Trapattoni and Johan Cruyff, later joined by Frank Rijkaard, Pep Guardiola and Zinedine Zidane) to win the Champions League as coach and player. In the round of 16, they lost twice (2-1; 0-1) against the future winner, Inter Milan led by the former Portuguese coach of Chelsea, José Mourinho. ↑ Following the attempted corruption relating to the Valenciennes-Marseille match (initial result: 0-1), the French federation gave the two teams a losing match (0-0) and stripped OM of their championship title. The same season, the Rossoneri missed out on another title by finishing second in Serie A behind Juventus. Milan started its 2011-2012 season in Serie A with difficulty and only scored two points during the first three days of the championship. Atalanta Bergamo suffered an initial penalty of -6 points, due to its involvement in a match-fixing scandal in Serie B, during the previous season.