2) Carlo Ancelotti: £876m
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Major clubs managed: Juventus, AC Milan, Chelsea, PSG, Real Madrid, Bayern Munich
Manager since: 1995
Trophies won: 19
Record transfer: Gareth Bale (Tottenham Hotspur to Real Madrid) – £86m
No manager has won trophies in Europe’s five major leagues (Premier League, La Liga, Bundesliga, Serie A, and Ligue 1) apart from Ancelotti. Having first won major titles with AC Milan (two Champions League trophies in 2002/03 and 2006/07), he then moved to Chelsea where he won a domestic double in 2009/10, even breaking the then-English transfer record to sign Fernando Torres for £50m.
However, an impatient owner sacked him when they had a trophyless season and PSG signed him up as they looked to form a formidable team in France. He didn’t last long and as soon as he led them to a league title, he chose to answer Real Madrid’s call for help.
Winning La Decima (Real’s 10th UCL crown) was his biggest accomplishment but his inability to work with Perez’s instructions to work with certain players (especially Bale) that did not suit his style saw him get the sack even when there was no particular reason given by the club president.
Bayern Munich took him on when Guardiola departed for City and so far he has won the Bundesliga. It has been a bit underwhelming, though, but his second season will be what people will judge him on.
