4) Pep Guardiola: £644m
Major clubs managed: Barcelona, Bayern Munich, Manchester City
Manager since: 2008
Trophies won: 21
Record transfer: Zlatan Ibrahimovic (Inter Milan to Barcelona) – £57m
When Barcelona looked for a new manager to dethrone Real Madrid, they looked inward and found a capable manager in their Barcelona B side. Pep Guardiola got the nod over Mourinho and in his very first season, he led the club to a treble. They would eventually win the sextuple – the only club to accomplish this feat.
His tiki-taka philosophy also inspired Spain to the World Cup and Euro triumphs with most of his Barcelona core making the Spain starting lineup. The Catalan club won three league titles and two Champions League titles in his tenure.
When he moved to Bayern Munich, they were already treble winners. And he could never get them to win another European title, managing to win only the Bundesliga and DFB-Pokal. He eventually moved to Manchester City to take on a new challenge and has found England hard to adjust to despite spending more than any other club in the summer to rebuild the squad.
2016/17 is the first time Guardiola will finish a season outside the top two and without a single trophy.