Jose Mourinho didn’t hold back when naming the worst Premier League manager of all-time during a candid press conference. Regarded as one of the greatest managers in Premier League history, Mourinho secured three titles with Chelsea in 2005, 2006, and 2015.
He also had stints at Manchester United and Tottenham, though with far less success. While trophies and a relentless winning mentality defined much of his time in England, he was also known for his ruthless, tyrannical approach, making him every rival manager’s worst nightmare. This often came across in his interviews, as the Portuguese tactician was never shy about speaking his mind and gaining a psychological advantage.
In 2018, he showed once again that he had no filter, brutally naming who he believed to be the ‘worst’ manager in Premier League history. While Mourinho famously never had a smooth relationship with iconic figures like Arsene Wenger or Sir Alex Ferguson, there was one manager he simply couldn’t comprehend.