The UEFA Champions League is the most lucrative club competition in the world as every manager always craves to have that trophy in their cabinet.
Real Madrid’s manager, Carlo Ancelotti, is the only person to win the UEFA Champions League five times, a feat that has never been achieved by any in the world. Twenty coaches have lifted the European Cup/UEFA Champions League trophy more than once but only four have done it more than twice and Carlo Ancelotti alone has managed the feat five times.
Pep Guardiola, Bob Paisley, and Zinédine Zidane have won the trophy three times while Ancelotti is also among the six coaches to win the trophy with more than one club and one of just seven who have won as players and coaches.
Managers with the most Champions League trophies
(1) Carlo Ancelotti: ( AC Milan 2003, 2007; Real Madrid 2014, 2022, 2024)
The Italian International has won the title five times, the first time he won it was with AC Milan in 2003 vs Juventus) and 2007 (vs Liverpool). He led Real Madrid to victory over Atlético de Madrid in 2014 took him to three titles, in 2022, he defeated Liverpool, and he completed his run with a win over Borussia Dortmund.
(2) Bob Paisley: ( Liverpool 1977, 1978, 1981)
Bob Paisley is one of the most successful managers for Liverpool having led the Reds to victories in the UEFA Champions League, the first was in 1977 (vs Mönchengladbach) the second was in 1978 (vs Club Brugge), and the third was over Real Madrid in Paris in 1981.
(3) Zinedine Zidane: ( Real Madrid; 2016, 2017, 2018)
The Real Madrid legend won the competition with Real Madrid as a player in 2001 against Bayer Leverkusen. Zidane is the first person to win the UEFA Champions League three times in a row. He started his coaching career as an assistant to Ancelotti in 2014.
(4) Pep Guardiola ( Barcelona 2009, 2011; Manchester City 2013)
Pep Guardiola won it first as a player with Barcelona in 1992, before winning it as a manager with the Catalonia club. The Spaniard won the trophy twice with Barcelona in 2009 and 2011 before leading Manchester City to the first-ever title in 2023.
