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Tottenham are one of several top Premier League clubs to have held a long-standing interest in Tyler Dibling.

The Southampton starlet caught the eye with a string of impressive individual performances last term, despite being part of what was a dismal Premier League campaign for his boyhood club.

Manchester United are another of the biggest clubs that have shown a prolonged interest in the 19-year-old, who became a regular feature in the England U19s squad throughout the 2024/25 season.

Southampton are very reluctant to lose their prized asset, and are understood to have quoted Tottenham and their fellow suitors a price of £100million for Dibling.

Dibling reacts as Oliver Irow extends his stay

Tottenham have previously made a bid of £35million for Dibling, who burst onto the scene and established himself as one of English football’s brightest young prospects last season.

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His displays for the Saints have made it easy to forget that he was still playing for their academy side until as recently as the 2023/24 campaign.

Dibling’s involvement with the England youth setup over the years will have seen him link up with several of the country’s most promising youngsters, and one man he has crossed paths with over the years is Spurs’ Oliver Irow.

The pair of wingers spent time together representing England at U17 level, and Irow recently took another major step in his Spurs development by signing a new deal which will run until 2028.

The Tottenham prodigy took to Instagram to express his happiness at signing a new deal, and Dibling reacted by commenting “class” underneath his post.

There should be more opportunities for youngsters at Spurs

Mikey Moore’s remarkable emergence as a genuine first-team option this season should have further carved out a pathway for some of Spurs’ most talented youngsters to make their way in the senior squad.

They have churned out talent at Hotspur Way over the years, and the club need to continue to ensure they reap the benefits of what is a hugely strong academy setup.

There will undoubtedly be plenty more players who are capable of making the step up over the next few years, and the responsibility will then fall on Thomas Frank to successfully integrate them into the squad.

Big-money signings will be important to Daniel Levy’s long-term project in N17, but nurturing their youngsters and ensuring they develop properly could also unearth plenty of gems.

Brentford star Bryan Mbeumo has been the subject of interest from Manchester United and Tottenham this summer.

With the appointment of Thomas Frank, the Lilywhites were in a position to hijack Mbeumo’s move to Old Trafford.

It was suggested that the right-winger would be keen to reunite with the former Brentford boss. As a result, this gave Daniel Levy all the ammunition he needed to move for the Cameroonian.

‘Mbeumo’s agents made promises to Manchester United’

It is commonly believed that Levy is now fighting a losing battle when it comes to Mbeumo.

The right-winger is expected to join Manchester United this summer, with a transfer agreement now close.

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As a result, Levy will be searching for cheaper alternatives, and while Lilywhite Rose owner John Wenham – speaking exclusively to Tottenham News – is frustrated to miss out on Mbeumo, he believes certain promises might have been made, which ruled Spurs out of the running.

“I did think Mbeumo would end up at Tottenham,” Wenham said.

“However, Manchester United have now moved ahead in the race for his signature. You never know how these things work, perhaps promises had been made by his agents and that kind of thing. It was always quite clear that United wanted Mbeumo, and it seems like they’re going to sign him now.

“It’s quite frustrating, as he is, of course, Brentford’s best player, and I did think Frank could convince him to join Tottenham. However, it doesn’t look like it will work out that way, unfortunately.”

Tottenham must find another ‘star signing’

Now that Mbeumo looks to be heading to United, Spurs will need to find another marquee signing.

The North London club are believed to be looking at several players. Eberechi Eze is one name that has been thrown into the mix.

The Englishman is versatile and Premier League proven, which could benefit Tottenham. Xavi Simons is also linked with a move to North London.

The RB Leipzig star has been approved by the fans and could fit into this youthful Spurs side. However, Tottenham will need to decide on either one soon, or they risk missing out on both.

Tottenham are reportedly interested in a move for Crystal Palace star Eberechi Eze, but they now face competition from Arsenal.

Eze was outstanding last season as he helped Palace win the FA Cup. The England international scored in the quarter-final, semi-final and final as the Eagles won their first-ever major honour.

Tottenham need to add proven quality to their squad, and the 26-year-old is seen as the perfect solution.

However, Arsenal are also keen on signing Eze, which means Spurs may now have a transfer battle on their hands, with the player’s preferred destination now debated.

Jamie O’Hara shocked as Eze to Arsenal mooted

If both Arsenal and Spurs activate Eze’s £68 million release clause, then the midfielder will have a decision to make over which side of North London to join.

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According to Jason Cundy, the Palace playmaker should move to Arsenal, but former Spurs midfielder Jamie O’Hara is not in agreement.

Speaking on talkSPORT (27 June), O’Hara asked Cundy which club Eze should choose, and he did not hesitate to answer.

“Arsenal. Definitely Arsenal, every day of the week and twice on Sundays,” Cundy responded.

“He’s not guaranteed to start at Arsenal,” O’Hara responded.

“I’d play for Spurs. I was at Arsenal and I left. I would play for Tottenham every day of the week over Arsenal. He’s not going to be guaranteed a start.”

Eze would start more at Tottenham than Arsenal

While Spurs fans may be concerned that Eze will pick Arsenal over the Lilywhites, O’Hara has rightly pointed out that Eze would be guaranteed a starting place at Tottenham.

Eze would be an instant upgrade on any option Spurs have in midfield or on the wing, and would instantly inject creativity and a goal threat that they are otherwise lacking.

While he did come through the Arsenal academy, if his next move is to be determined by game time, then Spurs will be somewhat hopeful that they can offer Eze a more enticing package than their bitter rivals.

However, if it also comes down to wages, then Arsenal are more likely to offer a higher salary, and Daniel Levy’s prudence in the market will again do Spurs no favours.

Tottenham look to have been handed a boost in the race for Marc Guehi at Crystal Palace.

The Lilywhites have been linked with a number of high-profile deals at this stage of the window, despite not yet landing a deal.

This has seen rumours surround Bryan Mbeumo, although he looks set to join Manchester United in a £60million move to Old Trafford.

As a result, Spurs have to turn their attention to other targets, with positivity emerging over a deal for Guehi at the Tottenham Hotspur Stadium.

Guehi to remain patient for Tottenham transfer

After securing Champions League qualification, there was a hope that key players would then stick around for the foreseeable future in N17.

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That may not be the case with Cristian Romero, still potentially on his way to Atletico Madrid before the end of the summer.

This would certainly leave Thomas Frank’s squad light for another busy season, and as a result, new centre-back options could be a requirement.

There are few options available right now who will be a better option than Guehi as his contract ticks down at Crystal Palace.

Former Brentford and Leicester City boss Martin Allen believes this could end with the England international seeing out his contract before joining Tottenham for free on a sizable signing-on fee.

Speaking exclusively to Tottenham News, Allen said: “With Guehi, his contract is up in a year’s time.

“He could play for Crystal Palace in the Premier League and in Europe for another year.

“He’s probably worth about £45m as a centre-back.

“If he has another good season, next summer he could say to any club, ‘I’ll sign for you, but you’ll have to pay me £40m.’ So the player can pick up that money himself, rather than it being a transfer fee.

“If I were him, I could stay at Palace, play there and then ask for crazy amounts of money from clubs, like Tottenham, who are getting a good deal, not paying a fee.“

Tottenham could land Guehi bargain next summer

It is fair to say that bringing in the Englishman to partner Micky van de Ven would be an excellent pairing for the Lilywhites.

To have that duo with someone like Kevin Danso playing backup in N17 can only be seen as positive depth moving into the new season.

That could hinge on whether Tottenham are willing to meet Palace’s demands or are willing to delay a deal by 12 months to complete a free transfer.

It will certainly be interesting to see how this saga plays out and what that means for Oliver Glasner’s side ahead of a European football campaign.

Tottenham have plenty of work to do as their first pre-season game quickly approaches.

The Lilywhites confirmed on Friday (27 June) that they have added to their pre-season schedule, as they take on Reading at the Select Car Leasing Stadium in just over three weeks (19 July).

Thomas Frank will be hoping to have concluded some transfer business by then, with supporters growing increasingly restless with the lack of arrivals in North London.

With this in mind, Tottenham News rounds up the latest emerging from N17.

Tottenham want to sign Josh Acheampong

As reported by The Independent (26 June), Spurs are interested in a move for Chelsea gem Josh Acheampong, having tracked the defender for some time.

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The 19-year-old has progressed through the ranks in West London and made his breakthrough with the Blues last season, recently starting in Chelsea’s 3-0 victory against Esperance at the FIFA Club World Cup (25 June).

Borussia Dortmund and Newcastle are also monitoring Acheampong, while Tottenham’s rivals could be open to selling the teenager as they look to manage Profit and Sustainability rules (PSR) concerns.

Cristian Romero could hand in a transfer request

Cristian Romero has been linked with Atletico Madrid this summer, with Daniel Levy recently setting his price for the Argentine at £60million [The Telegraph].

As reported by AS (27 June), Atletico are only willing to offer £51.2m for the World Cup winner, with Diego Simeone very keen on bringing his compatriot to Spain.

Significantly, this is below Levy’s valuation, which could prompt Romero to hand in a transfer request to force through a move.

Frank is expected to hold talks with Romero in the coming days to come to a final decision for the benefit of both the player and the club.

Arsenal join the race to sign Eberechi Eze

Tottenham have had an interest in Crystal Palace’s maverick Eberechi Eze for years, and were preparing to make the attacking midfielder their marquee signing of the summer.

However, the Lilywhites received possibly the worst news possible as it has emerged that bitter rivals Arsenal could hijack Spurs’ move and are now favourites to sign the 26-year-old, as per The Mirror (27 June).

The talented England international was crucial in securing Crystal Palace their first major trophy by scoring the only goal in the FA Cup final against Manchester City.

Were he to join the Gunners, it would be a bitter blow to both Frank and the Tottenham faithful, who have dreamed of seeing Eze in a Spurs shirt for years.

Thomas Frank’s first transfer window at Tottenham is not going according to plan.

The Dane often credited the backroom staff at Brentford for working extremely well in unison toward a common goal, which helped the Bees overachieve year on year.

Frank is quickly finding out what the Spurs supporters could all have predicted: that he was not going to find the same harmony and efficiency under Daniel Levy.

Tottenham are already on the back foot, and have the added insult of potentially seeing Eberechi Eze choose to join bitter rivals Arsenal after already seemingly losing out on Bryan Mbeumo.

Selling players has been equally challenging, with recent reports offering up another twist to their summer dealings.

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Tottenham have not received a concrete bid for Alejo Véliz

Frank has to counterbalance potential incomings with the sale of players within the overinflated squad already present at Tottenham.

The Londoners only released four players at the end of last season, and are labouring to move on players like Richarlison and Bryan Gil, despite their careers in N17 effectively being over.

One player that still lingers on their books is Alejo Véliz, who had reportedly garnered interest from clubs in his home country, Argentina.

However, according to Football London (27 June), Spurs are yet to receive a formal bid for the 21-year-old, who spent last year on loan at Spanish side Espanyol, scoring just four goals.

The striker arrived in North London in 2023 for a reported £13million, but has only made a total of eight appearances for the Lilywhites, who are desperate to sell him this summer.

However, Spurs have a history of being unable to move out-of-favour players on, resorting to either accepting a huge loss or, in extreme cases such as Tanguy Ndombele, terminating contracts.

Tottenham are still learning from their mistakes

Tottenham’s scattergun approach to previous transfer windows, especially with Fabio Paratici at the helm, led to a mix of both excellent and very disappointing signings.

The North London club used traditional methods of talent identification to scout their players, but often did not factor in the physicality and mental fortitude required to compete in the Premier League.

Levy is still learning from his mistakes the hard way, and employed Johan Lange to fix some issues.

Recent signings prove that a data-led strategy might be the way forward, and with the addition of Frank, the likelihood of complete misses in the transfer market are surely to decrease.

Tottenham have been lauded for their stellar youth recruitment and the number of players who get promoted to the senior side.

Mauricio Pochettino did a phenomenal job at promoting youngsters and a lot of academy graduates also were given their debuts under Ange Postecoglou.

Now, with Thomas Frank in charge, the Spurs hierarchy will be hoping for the same.

Oliver Irow signs new three-year deal at Spurs

Tottenham confirmed via their academy handle on X on 27 June that Oliver Irow had penned a contract extension.

The 19-year-old first represented the club at the Under-8s level and has since climbed up the ranks.

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Irow is on the back of an impressive 2024/25 campaign, as he was the top scorer for the Under-21s side.

The striker scored 10 goals in all competitions, which included six goals in seven games around the turn of the year.

Irow’s new deal will now run out until 2028 and he will be hoping to make his first-team debut by then.

Tottenham will hope Irow continues his development well

Irow’s contract extension with Tottenham until 2028 is excellent news, securing a promising 19-year-old forward for their long-term project.

This commitment reflects Spus’ belief in his potential, evidenced by his six goals and one assist in 18 Premier League 2 games during 2024/25.

To be ready for his senior debut, the Englishman must improve his physicality to handle Premier League defenders, enhance his decision-making in high-pressure moments and increase his goal-scoring consistency, as his current tally, while solid, lacks the prolific edge needed for Frank’s attack.

Regular starts in Under-21 matches, potential loan spells to a Championship club for senior experience, and refining his versatility across forward roles will prepare him for a first-team breakthrough.

Daniel Levy will need to accept the criticism coming his way after another Tottenham transfer disaster rocks Hotspur Way.

Levy has not always gotten it right when it comes to transfer dealings in North London.

The 63-year-old has been criticised for approving big-money signings who never reach expectations – it is doubtful he will ever get over Tanguy Ndombele’s failure.

Levy has also been blasted by supporters for missing out on key players who could have made all the difference in N17, as the Tottenham Chairman gets ready to add another transfer failure to his resume.

Tottenham are set to make a huge loss on Alejo Véliz

Alejo Véliz has been a huge disappointment since Tottenham signed him for £13million as an exciting young prospect in August 2023.

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The forward was sent to Sevilla on loan six months after he arrived at Tottenham, before being loaned to Espanyol for his second season as a Spurs player.

Now, two years later, Véliz is expected to leave Spurs and return to Argentina after making just eight appearances for the Lilywhites.

As reported by Juan Pablo De Luca via X (27 June), Racing Club have offered a fixed fee of £2.9million, with a further £2.1million in add-ons, and a 30 per cent sell-on clause for Tottenham.

And while he acknowledges that Spurs are set for a big loss, Lilywhite Rose owner John Wenham – speaking exclusively to Tottenham News – believes selling the striker is the right decision.

“Véliz’s signing has been an absolute disaster,” Wenham said.

“He didn’t make any impact at all in Spain, and it has just been such a disappointing signing for everyone involved. All that effort to disrupt a player progressing well in Argentina and move him across the world, it just hasn’t worked out for anybody.

“By selling him with a sell-on clause, at least there is a chance in the future they could recoup their money. However, it is going to be a low initial fee, which means Tottenham are set to make a huge loss on Véliz. They could recover some money in the future. However, this is a good decision to get the player off the books now.”

Tottenham must be smarter in the future

The failure of Véliz and several others must continue to act as a learning curve for Tottenham.

After winning the UEFA Europa League, Levy has the opportunity to build something great. However, whether Spurs will see prolonged success depends on how they operate in the transfer window.

Tottenham fans are becoming frustrated at the lack of activity in the transfer window, as criticism of Daniel Levy continues to grow.

Spurs have made the loan signings of Kevin Danso and Mathys Tel permanent, but despite being linked with several level-raising additions, the Lilywhites are yet to bring in any fresh faces.

Tottenham are set to sign young Japan international centre-back Kōta Takai, and the 20-year-old is expected to be part of the first team next season.

However, fans have questioned the deal, and former Premier League star Darren Ambrose has highlighted what he believes Levy’s plan is for the defender.

Ambrose slams Levy’s ambition over Takai deal

For years, criticism of Levy has highlighted the lack of sporting ambition as finances are prioritised, and Ambrose believes this is set to continue as Spurs close in on the signing of Takai.

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Speaking on talkSPORT (27 June), Ambrose claimed that Levy’s intention with Takai, just as it is with other players, is to make a significant profit long-term.

“I mean, he could come good,” Ambrose stated of Takai.

“He’s [Levy] only signing these players though, as he wants them to come good, just so he can sell them on for £30-40million.”

The fee for Takai is expected to be around £5m. Therefore, Spurs would make a significant £35m profit if the centre-back eventually leaves for £40m. However, fan frustration will continue.

Spurs need level-raising signings

Spurs have signed several promising young talents in recent years, with big-money deals for Lucas Bergvall and Archie Gray sanctioned.

There are other top talents within the club, including Mikey Moore. However, Tottenham risk stunting these players’ development if they cannot surround them with quality.

Gray especially suffered last season as he was forced to play out of position as a result of a lack of cover at centre-back. Therefore, level-raising signings who can make an instant impact will be necessary if Thomas Frank is to succeed.

Daniel Levy has been the orchestrator of his fair share of odd decisions during his time as Tottenham Chairman.

Levy has signed off on several failed additions at Tottenham, which has lowered his stock among supporters.

There was a suggestion that the 63-year-old had turned over a new leaf after he declared his desire for Tottenham to win the Premier League and UEFA Champions League.

However, it appears as though not much has changed, as yet another transfer decision made by Levy has now been called into question.

Tottenham agree deal to sign Kōta Takai

Tottenham have reportedly agreed a £5million deal to sign Japanese defender Kōta Takai from J1 League side Kawasaki Frontale.

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The 20-year-old is expected to join the first team and will arrive at Tottenham next month. Takai’s signing seems to indicate Spurs’ commitment to developing talent and building their young core.

However, Lilywhite Rose owner John Wenham – speaking exclusively to Tottenham News – has questioned the reasoning behind this transfer, claiming that Spurs are well-stocked at centre-back.

“I find this signing quite strange if I’m being honest,” Wenham said.

“The centre-back position is probably the strongest when it comes to our squad depth. We have the likes of Ashley Phillips, Alfie Dorrington, and Luka Vušković to come in, too.

“It’s a position we’re quite well covered in. However, Tottenham are always looking to sign the best young talent around, and it has worked well with someone like Lucas Bergvall. Therefore, hopefully he does well, and I’m sure Thomas Frank will take a look in pre-season.”

Romero could remain at Tottenham

Romero has been heavily linked with a move to Atletico Madrid this summer.

However, there is little to suggest that Levy would replace Romero with someone young and inexperienced in the Premier League. As good as Takai may be, it is unlikely he walks straight into the starting lineup.

As such, his signing could indicate that the Argentine will remain in North London next season. Therefore, Spurs supporters could be heading into the UEFA Champions League with their most prized defender.