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Roberto De Zerbi: Industry expert finds details of Tottenham contract ‘astonishing’

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Roberto De Zerbi has been handed everything he asked for in negotiations over his contract to become Tottenham Hotspur’s new manager.

That is the view of former Everton chief executive Keith Wyness, speaking exclusively to Football Insider, who called De Zerbi’s contract at Spurs “astonishing.”

The 46-year-old has signed a five-year deal, with no relegation release clause inserted if the north London club do suffer relegation to the Championship.

De Zerbi was Spurs’ number one target for the job, though there were doubts over whether he would take the position in such cirumstances.

Spurs sacked Igor Tudor with the club just a point above the Premier League relegation zone, meaning De Zerbi is left with seven matches to preserve the club’s top flight status.

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Tottenham have ‘rolled over’ in Roberto De Zerbi negotiations

Everton’s former chief Wyness – who served as CEO at Goodison Park between 2004 and 2009 and now runs a football consultancy advising elite clubs – states that De Zerbi will not have the time this season to implement his playing style at Spurs.

Speaking on the new edition of Football Insider‘s Inside Track podcast, Wyness thinks that Spurs “lost control” when hiring De Zerbi.

He told Football Insider‘s Inside Track podcast: “I did say that De Zerbi, if he’s not going to come now, then why would you really want him? It seems like Spurs have rolled over and given him everything he wants. It’s a five-year contract, which I find to be astonishing.

“With De Zerbi, it’s interesting. When I look back at his Brighton tenure, and I went through this in a bit of detail, certainly the first few weeks and even the first couple of months he was there, there was a pretty tough period to adapt to what he’s looking for in his style. And he hasn’t got that this time.

“We all know there are only a few games left, and they’ve got to get stuck in straight away. So there isn’t time to adapt to a new manager’s style. He’s a bit of a fiery character and there was acrimony in the way he left Brighton.

“If he can get the players working hard, then he can be the guy. I just worry if he’s going to try and impose a style. He’s got to get hands on, do whatever he can in the next few games and then focus on the off-season about trying to introduce a style if he can do, and then he’ll be in a very strong position to leverage the Spurs owners into giving him assistance.

“It’s a strange one, but it just seems that the owners on the board and Vinai Venkatesham have lost control in terms of the decision. It seems like De Zerbi is dictating to them what the terms are rather than them making an offer to him.

“I’m sure there isn’t a big queue right now who are waiting to try and handle Spurs’ issues. But look, it’s a difficult one. It’s another great part of the soap opera football. But De Zerbi, the jury’s out very much on this one.”

Expert predicts bleak start to De Zerbi reign

De Zerbi’s first game in charge of Spurs will be away at Sunderland, with the club not in FA Cup quarter-final action.

Wyness has previously told Football Insider that he believes Spurs will not win at Sunderland, and their season could come down to the final day against Everton.

Belief is in short supply amongst the fanbase, and De Zerbi needs to end Spurs’ 13-game winless run in the Premier League quickly, especially as West Ham’s next game is against bottom club Wolves.

A reunion with former club Brighton will then await De Zerbi in his first home match in charge, with Spurs having only picked up 10 points at the Tottenham Hotspur Stadium all season.

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Tottenham Fans’ Belief Is ‘Breaking’ As Club Faces A ‘Very Difficult’ End To The Season

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Tottenham fans having backs broken, everything riding on Everton game – Keith Wyness

Tottenham Hotspur could have everything riding on their last game of the season against Everton, according to Keith Wyness.

The former Everton chief executive, speaking exclusively to Football Insider, thinks the relegation battle could go down to the wire.

Spurs announced former Brighton boss Roberto De Zerbi as their new manager on Tuesday, after sacking interim boss Igor Tudor last week.

The north London club require an immediate new manager bounce, with just seven Premier League games remaining, and just one point separating them and the bottom three.

Spurs’ next Premier League match is at Sunderland, and the Black Cats have only lost three times in the league at home all season.

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Tottenham have ‘mountain to climb’ in relegation fight

Everton’s former chief Wyness – who served as CEO at Goodison Park between 2004 and 2009 and now runs a football consultancy advising elite clubs – is not predicting Spurs to pick up any points against Sunderland.

Speaking on the new edition of Football Insider‘s Inside Track podcast, Wyness thinks the fans have “done their best” to support the team, but that belief is fading.

He told Football Insider‘s Inside Track podcast: “Look, it’s seven games to go with Spurs, and it’s not going to go well I don’t think.

“Sunderland is their next match, which is going to give them a real mountain to climb with six games to go afterwards.

“Meanwhile, you’ve got look at West Ham at home to Wolves, and you’ve got to think that West Ham have got a better chance of getting something out of that game.

“That leaves us with very few games, and we’re counting down to the end then. The last game of the season is Everton at Spurs and that could be interesting to see whether Everton actually are going to be qualifying for a European place, or are Spurs going to go down.

“There could be quite a lot on that game, so we’ll have to watch how that could end up, but for Spurs right now there is a lot of pressure, obviously. I see the fans have tried to rally round doing the coach welcome and the sort of things that we’ve done at Everton.

“And the fans have done their best to rally round, but bad results break the back of the fans’ belief and hope of support. It’s a very difficult time for them right now.”

Tottenham’s owners must make financial pledge

Spurs losing their Premier League status will have a huge blow on the club’s finances, with matchday and broadcast revenue failing in the Championship.

Former Manchester City financial advisor Stefan Borson told Football Insider that Spurs’ owners would have to put their hands in their pockets to cover the losses.

The club’s transfer plans are also at a standstill due to uncertainty over which league they will be in next season.

Regardless, Spurs face losing star players, and the next manager at the club will be busy in the transfer market to rebuild the squad.

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Tottenham owners will ‘put their hands in their pockets’ to cover ‘huge’ relegation losses

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Tottenham Hotspur’s owners will have to “put their hands in their pockets” to mitigate the “huge” drop in revenue if the club are relegated this season.

That is according to former Manchester City financial adviser Stefan Borson, who exclusively told Football Insider Spurs’ turnover could fall by £200-300million if they lose their Premier League status.

Tottenham have mutually agreed to part ways with Igor Tudor after just 44 days and seven matches in charge of the club.

The north London giants currently sit 17th in the Premier League table, just one point above third-bottom West Ham heading into the final seven games of the campaign.

Relegation would come as a significant blow to Tottenham’s financial situation after increasing their revenue substantially in recent years.

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How £850m debt will impact Tottenham after relegation

Tottenham’s owners have faced criticism from the fans following their handling of matters this season.

ENIC, which is majority owned by the Lewis family, holds an 86.91 per cent stake at the Tottenham Hotspur Stadium.

Speaking exclusively to Football Insider, Borson discussed what relegation would mean for Tottenham’s £850m worth of financial debt.

“I don’t think the debt itself is going to be the end of the world,” said Borson.

“It’s a very well packaged facility in that large chunks of it are long term, low interest rates. If they have covenants, the covenants are manageable. Even if they breach those covenants, it’s still manageable. Nobody’s going to ask them to repay the money anyway, so the debt side of things is under control.

“Now, that’s not to say they don’t have some issues with cash. They will have. There will be less cash in the business and they will have to raise money from the shareholders.

“The shareholders will have to put their hand in their pocket to fund the club over this period. I don’t think there’s any question there. But I assume they’re in a position to be able to do that, so it shouldn’t be too much of a problem.”

Why revenue dip is Tottenham’s ‘biggest issue’

Borson revealed the impact on Tottenham’s revenue is concerning if they are relegated this season.

“The bigger issue is just a huge loss of revenue,” said Borson.

“It’s £200-300m, depending on really two main things. We can model out broadcast revenue fairly precisely. Parachute payment plus EFL money is about £55m, going from what it is this season of about £200m if they were to be relegated. They’d lose £145-150m there.

“Commercial is a bit more difficult to model out, but you would think they’re going to lose £50-100m. It depends whether the relegation release clauses from some of the contracts, and it depends how much of say the £290m that they’ve probably got this season was related to Champions League.

“When we get their accounts, we’ll have a bit more information, but not a lot. But you’ve got £50-100m there.”

Deloitte’s 2026 Money League revealed Tottenham’s commercial revenue reached £277m last season, helping them record an overall turnover of £565m.

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Dominic Solanke News: Tottenham Could Be 'Forced' To Accept New Offer

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Dominic Solanke: Tottenham could be forced to accept new offer as Newcastle plot move

Tottenham Hotspur could be forced to accept offers for Dominic Solanke after what has been a miserable season in North London, sources have told Football Insider.

With Spurs currently just one point above the relegation zone, the club recognise that dropping down to the Championship would mean major player sales this summer.

However, even if they remain in the Premier League, they could be forced to sell a number of key players who have ambitions of playing European football.

As I revealed on the latest edition of Football Insider’s Transfer Insider podcast, Solanke could be among the players seeking a move away amid growing interest.

Spurs are reluctant to lose the England international despite his injury struggles this season, but they could be forced to let him go ahead of a difficult transfer window for Tottenham.

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Tottenham could be forced to cash in on Dominic Solanke

Football Insider revealed on 29 March that Tottenham have given Solanke a £50million price tag ahead of the summer transfer window to ward off potential suitors.

The 28-year-old remains an important part of Spurs’ plans for the long-term future, and hope his lofty asking price will deter clubs from making moves.

However, should they suffer relegation or if the player decides he wants to move on, they may have no choice but to let him go.

Speaking on the Transfer Insider podcast, I explained: “Solanke is part of Thomas Tuchel’s England squad where he’ll be hoping he can impress and book a ticket for the World Cup.

“For Tottenham, he’s under contract until 2030, so they’re under no real massive pressure to sell him under a long-term contract.

“Obviously if they do suffer the worst fate and go down obviously they might be forced to cash in on some of their players.

“Some of those players might not be too keen to be playing in the Championship either so obviously he could be available then in the summer if Spurs are relegated.

“They’re still very reluctant to sell him, Tottenham, but they might be left with no choice if any clubs come in for him and that is the case.”

Newcastle United join race to sign Solanke

Speculation about Solanke’s future at Tottenham comes amid interest from a number of Premier League rivals looking to capitalise on Spurs’ precarious situation.

Football Insider revealed on 10 March that Newcastle are interested in signing Solanke should he become available, as they plan to sign a new striker.

The Tottenham forward has emerged on a long list of potential additions for Eddie Howe’s side as they have been left frustrated by their current options.

Both Yoane Wissa and Nick Woltemade arrived at St James’ Park last summer as part of their efforts to replace Alexander Isak, but have failed to meet expectations.

As a result, Howe has set his sights on a number of new targets including Solanke, with the addition of a new striker becoming a priority for the Magpies.

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Harry Redknapp: Tottenham Eye Leading Candidate After Roberto De Zerbi Blow

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Harry Redknapp now leading candidate for Tottenham job after Roberto De Zerbi blow

Harry Redknapp has emerged as one of the leading candidates for the Tottenham Hotspur job as they prepare to miss out on appointing Roberto De Zerbi.

Spurs are making increased efforts to persuade the latter to take over immediately, but fear he will not be swayed and would prefer to wait until the summer.

As a result, the club have considered a number of managers who “know the club” including Redknapp, whose previous spell in North London came between 2008 and 2012.

Former Spurs scout Mick Brown, who has previously worked with Redknapp, told Football Insider that he has major concerns about Tottenham’s managerial plans.

While a number of options including the likes of Glenn Hoddle and Tim Sherwood have put themselves forward, Tottenham’s next manager is set for a difficult job.

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Harry Redknapp emerges as front-runner for Tottenham

Brown told Football Insider on 9 March that Redknapp is among the contenders for Tottenham, but the club were unlikely to appoint him or the others who put themselves forward.

However, they may now be left with no choice if their top target De Zerbi continues to turn them down, as desperate times call for desperate measures.

There is little confidence that Tottenham will be able to drag themselves out of their current situation, with concerns now heightened by their manager chase.

“Tottenham have got themselves into a really difficult situation,” Brown told Football Insider.

“It looks like they’re not going to get the manager they wanted, but the other options they’re looking at don’t exactly fill you with confidence.

“Harry Redknapp is one of the front-runners, and I think that says all you need to know.

“They’re scrambling around for options and they’ve got this list of managers who have said they’d be willing to step in, but which of them do they go for?

“Which of them do they look at and think they’re going to be the one to save us from relegation?

“Redknapp has been out of management for years, and yes the basic principles are still the same, but what’s he going to tell these players to turn things around?

“The position they’re in, I don’t see a way they get out of it, to be honest. Especially not with the options they’re looking at to come in.”

Roberto De Zerbi’s stance on Tottenham offer revealed

With seven Premier League games left to play, Spurs see it as crucial that they get their next appointment right, and they are determined to land De Zerbi.

Football Insider revealed on 27 March that De Zerbi has doubts about joining Tottenham while they remain just one point above the relegation zone

Tottenham are since believed to have offered the former Brighton manager a five-year contract to make him one of the highest-paid bosses in the division.

While their lucrative offer may prove tempting, there is still a belief that he would prefer to wait until the end of the season, although his response is not yet clear.

Tottenham are making an effort to accelerate their plans in a desperate bid for survival, with the likes of Redknapp and Hoddle made to wait in the wings.

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Roberto De Zerbi makes up his mind on Premier League return amid Tottenham and Man United interest

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Roberto De Zerbi is planning to return to the Premier League amid interest from both Tottenham Hotspur and Man United, sources have told Football Insider.

The former Brighton boss is eyeing a return to English football at the end of the season after his dismissal from Marseille earlier this year.

This comes despite Tottenham’s plan to appoint him as an immediate replacement for Igor Tudor, who is widely expected to depart during the international break.

As I revealed on the latest edition of Football Insider’s Transfer Insider podcast, De Zerbi is keen to bide his time before committing himself to a new role.

Both Man United and Tottenham will be looking for a new manager in the summer, and Spurs view De Zerbi as a top target, but there is uncertainty about his perspective.

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Roberto De Zerbi has doubts about Tottenham role

Football Insider revealed on 27 March that De Zerbi has doubts about the Tottenham job given their precarious position at the bottom of the Premier League table.

Sources say the boss is reluctant to take over in the middle of a relegation battle, with Spurs currently just one point above West Ham in the bottom three.

The former Brighton boss remains the leading candidate to replace Tudor, but will take some convincing if he is to take up the offer mid-season.

Speaking on the Transfer Insider podcast, I explained: “De Zerbi is somebody that obviously Spurs are very much interested in, whether it’s now or at end of the season.

“Returning to the Premier League is something that would be interested in and it all depends on the right project and the right time.

“He has been linked with the Man United job as well as the Tottenham job, so there are going to be opportunities for him to return to management.

“It does seem Spurs are interested in him, but it’s trying to convince him to come in so late on in the season.

“The manager would prefer to come in at the start of the season, start of the summer and have a full pre-season with any potential new club.”

Could De Zerbi take on the Man United job?

Tottenham are not the only club who will be looking for a new manager this summer, with the market about to explode, as Man United are also assessing their options.

Football Insider revealed in January that Man United are admirers of De Zerbi and had previously spoken to him about the role before Ruben Amorim’s arrival.

He remains highly regarded at Old Trafford and is among the contenders for the position which is current occupied by interim boss Michael Carrick.

Carrick has enjoyed a brilliant start to life as Man United manager and has guided them up to third place in the Premier League table with a strong run of form.

That has placed him in the driving seat to land the permanent role, although a decision has yet to be made, with De Zerbi still among those being considered.

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Dominic Solanke: Tottenham’s new asking price is £15m less than they paid

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Tottenham Hotspur would accept a price for Dominic Solanke that’s £15million less than they paid for him two years ago, sources have told Football Insider.

The 28-year-old remains an important part of Spurs’ plans for the long-term future and they are reluctant to see him leave at the end of the season.

However, the club are aware that they will struggle to hold on to their best players if they are relegated, with just one point separating them from West Ham.

As I revealed on the latest edition of Football Insider’s Transfer Insider podcast, sources say Thomas Tuchel handing Solanke an England call-up will boost his price tag.

Solanke started England’s 1-1 draw against Uruguay on 27 March, and while his performances will have done little to impress suitors, Tottenham are bracing for offers.

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Tottenham plan to prevent Dominic Solanke exit

Football Insider revealed on 10 March that Newcastle are interested in signing Solanke should he become available, as they plan to sign a new striker.

However, Spurs are reluctant to entertain offers for the forward, particularly from Premier League rivals despite what has been a miserable season.

A £50million price tag could ward off his suitors, although it remains to be seen whether Tottenham will be able to stick to that price all summer.

Speaking on the Transfer Insider podcast, I explained: “It’s a difficult one. They’ve missed him this season due to his injury problems. He’s been a big miss.

“He’s still a top player and he is part of Thomas Tuchel’s England squad where he’ll be hoping he can impress and book a ticket for the World Cup.

“For Tottenham, he’s under contract until 2030, so they’re under no real massive pressure to sell him under a long-term contract.

“Spurs paid big money for Solanke when they signed him from Bournemouth, it was around £65million, so they’ll be looking to recoup as much as possible.

“They would still be looking at top money, probably £50 million for a player who is in the England squad and again on his day as a proven Premier League striker.”

Tottenham plot move to sign striker reinforcements

Amid speculation surrounding the long-term future of Solanke, Tottenham are prepared to step up efforts to sign a new striker in the summer transfer window.

Any deal is unlikely to depend on the England international’s departure, with a new centre-forward having been a long-term target, but they could be forced into the move.

Football Insider revealed on 21 March that Tottenham are interested in signing Jonathan David from Juventus and are keeping a close eye on his situation.

The 26-year-old moved to Turin from Lille last summer but has so far failed to stake his claim for a regular position in the starting XI.

Spurs have been long-term admirers of the Canada international and could now make a move, although it will depend on their Premier League survival.

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Mauricio Pochettino: Tottenham Return More Likely as USA Embarrassed By Belgium

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Mauricio Pochettino: Tottenham return more likely as USA embarrassed by Belgium ahead of World Cup

Mauricio Pochettino returning to Tottenham Hotspur looks more likely than ever after USA were thrashed by Belgium on Saturday.

The Argentine has already been under mounting pressure in the build-up to the 2026 World Cup, and fans’ anger is bound to be at an all-time high after his side lost 5-2 on 28 March.

Weston McKennie opened the scoring for the Americans, but with Rudi Garcia’s side turning on the style in the second half, Pochettino and his players were completely embarrassed in their own backyard.

Pochettino continues to be linked with Tottenham, with Igor Tudor expected to be sacked before the end of the season, but it still seems unlikely that the 54-year-old makes the switch before the World Cup.

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Mauricio Pochettino is under crushing pressure ahead of the World Cup

Supporters and pundits are expecting Pochettino to either be sacked or walk away should his side struggle at their own World Cup, with the tournament also taking place in Canada and Mexico.

Given USA’s performance against Belgium this weekend, with just three friendlies against Portugal, Senegal and Germany remaining until the competition, that is looking extremely likely.

The odds on Pochettino returning to Spurs had already been slashed due to the crushing pressure on Tudor, and a switch back to North London makes total sense for all parties.

Pochettino remains a much-loved figure at Hotspur Way, but a return after seven years away likely depends on Spurs’ league status at the end of the 2025-26 campaign.

Tottenham have no-brainer decision over next manager

Roberto De Zerbi also remains heavily linked with a move, but the former Brighton figure is also holding out to take over in the summer, if reports are to be believed.

Football Insider understands that Tudor is set to leave within days, having lost five of his seven games in charge, so the Lilywhites would have to appoint another interim coach in order to wait for Pochettino.

It feels inevitable that the Argentine is going to be sacked by the USA national team, with his side showing very few signs of putting up a fight in the upcoming World Cup.

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Tottenham Next Manager: Sean Dyche Appointment will surely Lead To Spurs’ Relegation

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Tottenham next manager: Sean Dyche appointment will lead to Spurs’ relegation

Tottenham Hotspur are reportedly considering appointing Sean Dyche to lead them to Premier League survival.

The former Nottingham Forest manager was only dismissed at the City Ground in February, but could quickly find himself back in the dugout.

Igor Tudor’s reign clearly has not worked out, and Spurs are now considering Dyche in the hopes he can save the club.

However, his record against Tottenham’s upcoming opponents is dire and would surely lead to their relegation.

Below, Football Insider has examined why a Dyche Tottenham appointment would end in disaster.

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Sean Dyche struggled against Tottenham’s upcoming opponents at Nottingham Forest

While Dyche’s sacking at Forest was widely criticised, his record in the final month of his reign was poor.

The East Midlands side were edging closer and closer to the relegation zone, with West Ham United finally starting to pick up points.

Many of the results were damning as well, with Forest even unable to beat Wolverhampton Wanderers at the City Ground, despite the club being bottom of the Premier League.

While he was able to produce some decent wins, Tottenham simply cannot consider him for the final seven matches of the season.

While at Forest, Dyche came up against five of these seven teams, only failing to face Sunderland and Chelsea.

In these eight matches, he lost five, with his only points being against Wolves, winning one and drawing the other meeting, and a victory at home to Leeds United.

If this is replicated, it would surely result in Tottenham’s relegation, even if they somehow beat both Sunderland and Chelsea.

Therefore, if Spurs are to sack Tudor, they must look at other options aside from Dyche.

Could Tottenham still appoint Roberto De Zerbi?

Ex-Everton, Aston Villa, and Aberdeen chief executive Keith Wyness exclusively told Football Insider that Tottenham may appoint another interim manager in order to wait for Roberto De Zerbi in the summer.

The Italian appears reluctant to join Spurs at present, given their current battle for relegation.

Therefore, Tottenham may look to give another coach the last seven games to try and save the club before De Zerbi comes in during the summer.

However, with this, there are plenty of risks, especially if Tottenham do go down, as the Italian may not fancy managing the club in the Championship.

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Tottenham 'Blame Game Going On Internally' Amid On

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Tottenham ‘blame game going on internally’ as ‘difficult’ managerial decision looms

Tottenham Hotspur’s decision makers at the top of the club need to prove their worth in their next managerial decision.

That is according to ex-Everton, Aston Villa, and Aberdeen chief executive Keith Wyness, speaking exclusively to Football Insider, who believes Spurs are a “very unhappy” club right now.

Chief executive Vinai Venkatesham has recently slammed the running of Spurs under Daniel Levy to the club’s Fan Advisory Board.

Meanwhile, there is pressure on sporting director Johan Lange’s role at the club due to managerial decisions and recruitment in the summer and January transfer windows.

Interim boss Igor Tudor is expected to be sacked by Spurs, leaving the club searching for their third manager of the season in the midst of a fight to remain in the Premier League.

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Tottenham face ‘issues’ from Daniel Levy tenure

Everton’s former chief Keith Wyness – who served as CEO at Goodison Park between 2004 and 2009 and now runs a football consultancy advising elite clubs – believes there are “a lot of questions” that still need to be answered from Levy’s time in north London.

Speaking on the new edition of Football Insider‘s Inside Track podcast, Wyness thinks there could be a “blame game” going on behind the scenes.

He told Football Insider‘s Inside Track podcast: “Look, Vinai at the top seems to be the one that’s being left to make the decisions.

“And I think that there could well be a blame game that’s going on internally. So it’s not happy at the top. Obviously, it seems to be very unhappy.

“There are lots of issues around still from the Daniel Levy tenure and what really went on there. A lot of things, a lot of questions, and it’s a very unhappy environment.

“This would just compound it beyond belief if they had to face that battle [relegation]. So, yes, the new manager is going to be a key component, and it’s a difficult decision, and they’ve got to step up to the plate and tackle that one head on.”

Tottenham have shortlist of managerial contenders

Wyness also told Football Insider that Spurs could settle on Sean Dyche to become their next manager in a bid to save them from Premier League relegation.

Spurs have also been linked with Roberto De Zerbi and Adi Hutter, with top target Mauricio Pochettino not currently available.

Dyche has vast Premier League experience, and is currently available for work having been sacked by Nottingham Forest in February.

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