5. Jose Mourinho (Tottenham) – €23m.
The Special One returned to management last November at Tottenham after a year on the sidelines following his Manchester United departure.
Mourinho signed a contract worth a reported €23m-per-year, keeping him in north London until June 2023. The obvious downside to this one, though, is that he must deliver results immediately.
Unfortunately, the Portuguese coach hasn’t experienced an easy start to his Spurs career. He’s already suffered 11 defeats in 26 games across all competitions while recording 11 wins and five draws.