4 mins read

Player reveals Daniel Levy blocked his dream transfer to Chelsea from Tottenham

Former Tottenham chairman Daniel Levy played a major role in stopping one ex-Spurs star from sealing what was a dream switch to Chelsea, with the player making a candid admission.

Tottenham post-Daniel Levy as problems remain at N17

It’s been three months since the Lewis family decided to force Levy into resigning as Lilywhites chairman, following a topsy-turvy 25-year stint in the role.

Levy was barely ever away from the headlines and attracted plenty of criticism, particularly towards the end of his tenure, when fans turned out in droves to protest both his and ENIC’s stewardship of the club.

"ENICOUT" banneroutside Spurs

His exit marked the end of the longest chairmanship in Premier League history, a tenure defined by extraordinary infrastructure development yet marred by agonising near-misses.

His business acumen transformed Tottenham into a financial powerhouse, culminating in the £1.2 billion Tottenham Hotspur Stadium which opened in 2019 and revolutionised the club’s commercial capabilities.

World Football’s highest revenue-generating clubs — 2025

Value

Real Madrid

£1.2 billion

Man City

£727 million

PSG

£700 million

Man United

£668 million

Bayern Munich

£664 million

FC Barcelona

£659.5 million

Arsenal

£621.5 million

Liverpool

£620 million

Tottenham Hotspur

£533 million

Chelsea

£474 million

via Deloitte Money League

Under his stewardship, Spurs competed in Europe over in 18 of the past 20 seasons, establishing themselves among England’s elite despite chronic underinvestment in recruitment compared to their rivals.

The club’s net spend during Mauricio Pochettino’s first four years totalled just £29 million, while Tottenham infamously became the first Premier League side to complete an entire summer window without a single signing in 2018.

That cautious transfer approach became Levy’s defining characteristic, and it drew fierce criticism, alongside their barren trophy haul.

Tottenham reached the Champions League final under Pochettino in 2019, only to dismiss the Argentine four months later despite Spurs’ constant transfer budget restrictions.

Levy’s final season proved very turbulent, with Ange Postecoglou sacked shortly after delivering Europa League glory. Fans had grown tired of the constant managerial churn without meaningful silverware, despite Levy’s long list of appointments including serial winners José Mourinho and Antonio Conte.

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He’s on the verge of leaving his current club.

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By
Emilio Galantini

Dec 2, 2025

Levy’s departure triggered a major restructuring, with former Arsenal CEO Vinai Venkatesham arriving and Thomas Frank replacing Postecoglou.

Peter Charrington assumed the newly-created non-executive chairman role to jump into Levy’s stead, though in a far less involved capacity, with co-sporting directors Fabio Paratici and Johan Lange making up the new leadership team.

Levy, despite his unpopularity among much of the fanbase, undoubtedly left a mark on Spurs which will be remembered for decades to come.

Now, ex-Tottenham favourite Luka Modrić has revealed how the former chairman stopped him from joining London rivals Chelsea.

Luka Modrić reveals Daniel Levy blocked Tottenham transfer to Chelsea

Speaking on the Neuspjeh prvaka show, via ESPN, the now-AC Milan midfielder says that he was eager to join the west Londoners, but Levy told him there was ‘no chance’ that Modric would be allowed to go.

The Croatia legend, who went to enjoy a fantastic season at Tottenham right afterwards, then admitted that it eventually worked out for the best.

Modric is now the most decorated player in his country’s history after a glittering career at Real, with Levy eventually green-lighting his exit to the Bernabeu for £30 million in 2012.

The 40-year-old, who is incredibly still playing at an elite level, made over 150 appearances for Spurs, scoring 17 goals, and comes as one of the best signings of Levy’s tenure for just £16.5 million from Dinamo Zagreb.

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