In 2001-02, Carlo Ancelotti led Milan once more into UEFA Champions League qualification, as the team managed to secure a fourth-place finish in Serie A, as well as to reach the semi-finals of the UEFA Cup, their best finish ever in that competition, losing to Borussia Dortmund, as well as suffering a semi-final exit from the Coppa Italia against Juventus. Before that, Carlo Ancelotti presided over finals of contrasting entertainment value, as his Milan side triumphed on penalties against Juventus after a dreary 0-0 draw in Manchester in 2003, before notably squandering a 3-0 half-time lead against a Steven Gerrard-inspired Liverpool side in Istanbul two years later, where Liverpool suffered their heartache from 12 yards.
Carlo Ancelotti made a run into the final in his first season in charge. Still, he now had to get past cross-town rivals Atletico Madrid in Paris, who were beginning to threaten the dominance of Barcelona and his side in La Liga. As a manager, Carlo Ancelotti has worked at the Italian clubs of Reggiana, Parma, Juventus, AC Milan, Chelsea, PSG, the La Liga clubs Real Madrid, Bayern Munich, Napoli, and Everton, as well as winning domestic titles in Italy, England, France, Spain, and Germany, becoming the first coach to have won a league title in European top-five leagues, in 2022, having won La Liga in his second spell at Real Madrid.
Having already won the Champions League with Madrid in 2014, helping the Spaniards win their legendary European crown, the Decima (10th), before being fired 12 months later, Carlo Ancelotti is now becoming the winningest coach in the tournament’s history. It was Ancelotti’s fourth UCL title, following victories at Milan in 2002-03 and 2006-07, as well as Real Madrid in 2013-14. No manager had formerly done it four times before, with Bob Paisley and Zinedine Zidane Ancelotti’s former Real Madrid assistant stopping at three.
Carlo Ancelotti, the coach of Real Madrid, is widely regarded as being among the finest and most accomplished managers of all time, and with good reason. His jaw-dropping trophy case is unique, and the accomplishments he has achieved over his excellent management tenure have established a high standard for future managers.
Ancelotti is not just the only manager in history to even have conquered all five of Europe’s major leagues, but he is also the staggering four-time Champions League champion. His first excursion into managing came in 1995, when he decided to take over at Reggiana prior taking over at Parma from Nevio Scala in 1996. Ancelotti, who has won 23 trophies in his trophy-laden managing tenure, has now evolved into one of the greatest in the industry.