Daniel Levy, Tottenham Hotspur’s chairman, has long been a figure of controversies, particularly regarding his management decisions at the club.

From his involvement in the Super League to the controversial sacking of Harry Redknapp after a fourth-place finish, Levy’s choices have often raised eyebrows.
Recently, Glenn Hoddle shared his thoughts on Levy’s controversial tenure during a discussion on the Stick to Football podcast, focusing on a pivotal moment from early 2021.
Just days before Tottenham’s League Cup final against Manchester City, Jose Mourinho was controversially sacked, a decision that continues to shock many, including Hoddle.

Reflecting on that moment, Hoddle remarked, “Jose got them to a cup final… but he sacked him on Monday, that doesn’t make sense to me and it never will.”
He emphasized the ridiculous of Levy’s timing, especially considering Mourinho’s track record against City and his role in guiding Spurs to that crucial match at Wembley.
Mourinho himself expressed disbelief over his sacking, labeling it “the most ridiculous” decision he encountered during his career.
He noted, “A club that has an empty trophy room sacks me two days before a final,” highlighting the weight of Tottenham’s long trophy drought.
He added, “Every time I went to Wembley with Chelsea, I won… the reality is, we had a good feeling going into that match.”

Ultimately, the match went on without Mourinho at the touchline, resulting in a narrow 1-0 defeat to Manchester City under interim manager Ryan Mason.
This loss extended Tottenham’s trophyless streak, raising questions about what might have been had they retained a manager with Mourinho’s extensive experience.