Daniel Levy’s nine most controversial moments as Tottenham chairman ...Middle East

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As the Premier League’s longest-serving and highest-paid chairman, Levy’s departure sent shockwaves through English football. He retains a 29.88 per cent stake in the club, but is no longer calling the shots.

However, he also faced criticism for some of his other decisions. Here are nine of the most controversial.

Levy with his final managerial appointment, Thomas Frank (Photo: PA)

The Dutchman quickly gained popularity among fans for his amiable outlook and entertaining, end-to-end football.

Stratford move interest

Spurs needed to move on from White Hart Lane to increase their revenue potential and initially, they identified Stratford as a potential new home.

Naturally, it caused uproar among fans given Stratford’s east end location. A bullet dodged, given how unpopular the venue is with West Ham fans now.

Spurs famously went the whole 2018 summer transfer window without signing a single player.

Replacing Pochettino with Mourinho

Spurs fans have protested against Levy and Enic in recent years (Photo: Getty)

Although he didn’t win a trophy, Pochettino was the longest-serving manager of the Levy era.

The following day, he was replaced by Jose Mourinho. It was a bold choice, given his abrasive nature and connections with fierce rivals Chelsea.

Big football clubs worth billions of pounds attempted to use it for non-playing staff, drawing ire from the Department for Culture, Media and Sport, which said it exposed the “moral vacuum” at the heart of English football.

Sacking Mourinho before a Carabao Cup final

The logic behind hiring Mourinho was that his trophy-winning expertise would help a talented young squad, spearheaded by Harry Kane and Dele Alli, finally win some silverware.

Spurs lost 1-0 to Manchester City at Wembley.

The backlash was intense and instant, including at Spurs, where fans protested against the plans and the ownership outside the stadium.

Spurs withdrew from the Super League, with Levy apologising for “the anxiety and upset caused by the ESL proposal,” in a statement.

Sticking by Paratici

Fabio Paratici was one of Levy’s more successful sporting directors, but resigned in disgrace in April 2023 after being served a 30-month ban from football activity for being implicated in a financial scandal with his former club, Juventus.

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Had it not been for his excellent track record in the transfer market – Cristian Romero, Dejan Kulusevski, Rodrigo Bentancur – Paratici surely would have gone far earlier.

Sacking Postecoglou after Europa League win

It was only the second trophy Spurs have won this century (after the 2008 League Cup) and was overseen by Ange Postecoglou.

Alas, Postecoglou was cancelled after the second, ruthlessly, if justifiably sacked after Spurs’ shocking 17th-placed finish in the Premier League.

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