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A striker who finished his career with over 500 Premier League appearances and 62 caps for England, has admitted that he could have joined Tottenham at a very young age.

There are a number of top players who have gotten away from Spurs during the Premier League era, with Tottenham supporters looking back and wondering ‘what if’.

Tottenham missed out on the likes of Luiz Suarez, Eden Hazard and Joao Moutinho, who ended up thriving in the Premier League at other clubs.

More recently, Tottenham also came close to signing Jack Grealish in 2018 before he exploded onto the Premier League stage with Aston Villa and eventually completed a £100m move to Man City.

Former England striker admits he had a chance to join Tottenham

Emile Heskey might not make anyone’s list of the top 10 or 15 strikers in Premier League history, but the centre-forward is undoubtedly an iconic name, forming some formidable strike partnerships with the likes of Michael Owen and Wayne Rooney for club and country.

The 47-year-old has now admitted that when he decided to leave Leicester in 2000, Tottenham Hotspur were one of the clubs who wanted him.

When asked about his big move to Liverpool from the Midlands, the former England striker said on the Football’s Greatest Podcast: “It’s a really successful time. You had there and then the move to Liverpool, £11m at a time. Well, that must have been mind-blowing for him. Was it 20, 21 years of age?

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“Yeah. To be honest, from 16, I’d had, because you all know, because you play with the national team from a young age, you kind of get attached to someone. And I’d been looked at from the age of 16, but I wanted to play for Leicester. I wanted to establish myself. And I was on a bit of a roll there as well.

“But then you get to a point where you’ve, I’ve been in the four years, five years we’ve been to the playoff final and three League Cup finals. And you’re like, ‘what’s next?’ I was an international player by then as well.

“So you’re like, ‘okay, well, let’s have a look at where we can go next’. And that’s trying to win titles. Liverpool was my club and I could have gone to Villa, Tottenham, could have gone to Dortmund.”

Why Spurs fans may not regret failed Emile Heskey transfer

It is impossible to predict how different Heskey’s career and Tottenham’s trajectory would have been different had they been successful in signing the striker.

However, it is worth considering the fact that Tottenham boasted some outstanding strikers in the first decade of this millennium.

The speculation over Ange Postecoglou’s replacement continues to run rife at Tottenham, with a young English manager now thought to be on the club’s radar, even though he is set to take his club down this season.

While Andoni Iraola, Marco Silva and Thomas Frank have been named as leading contenders for the Tottenham job over recent months, some younger options are now being mooted as potential replacements for Ange Postecoglou.

Earlier this week, it was reported that Spurs are also admirers of Scott Parker after the former Tottenham midfielder guided Burnley to promotion.

A fresh update has now suggested that Tottenham Hotspur could turn to a 38-year-old who, like Parker, is unproven at the highest level.

Tottenham could move for former academy coach Kieran McKenna

It has now been suggested by journalist Alex Crook that a Tottenham move for Kieran McKenna cannot be ruled out, even though Ipswich are set to go straight back down.

Like Parker, McKenna began his coaching career at Hotspur Way, holding a number of positions in the academy set-up before becoming the head coach of the Under-18s.

The 38-year-old, who was himself a former Tottenham academy product, has impressed since taking over at Ipswich, but the Tractor Boys have been found out in the Premier League this season.

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Despite this, Crook told talkSPORT about Spurs’ managerial search: “So is Kieran McKenna, and I wouldn’t completely rule that one out.”

Why Spurs fans should be open-minded about Parker and McKenna

The way that clubs hire managers has changed completely as the game has evolved tactically over the last five years. It has now become much more meritocratic, with young managers with fresh ideas preferred over experienced managers with lengthy CVs.

That is demonstrated by the fact that Bayern Munich appointed Vincent Kompany even though he had been relegated by Burnley, while Chelsea turned to Enzo Maresca even though he had only managed in the Championship.

Tottenham face a daunting trip to Anfield as they look to halt a poor run of Premier League form against title-chasing Liverpool. Here’s how to watch the clash between Tottenham and Liverpool on Sunday.

Tottenham Hotspur have managed just one win from their last five Premier League outings, with their sole victory coming against bottom-placed Southampton.

They’ve leaked six goals in their last two league matches while only managing to score three in return.

That run includes a damaging 2-1 defeat to Nottingham Forest, which marked their 18th loss of the season and leaves them precariously perched just one point above 17th-placed West Ham United.

Next up is a trip to face Liverpool at Anfield, a side who battered Tottenham 6-3 in their first meeting back in December.

When and where is the game?

The Premier League clash between Liverpool and Tottenham takes place at Anfield on Sunday, 27 April 2025, with kick-off scheduled for 4:30 PM (UK time).

How to watch Liverpool vs Tottenham in the Premier League

For fans watching in the UK, the match will be shown live on Sky Sports Main Event, Sky Sports Premier League, and Sky Sports Ultra HDR.

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Liverpool vs Spurs team news

As far as team news goes, both clubs have relatively healthy squads going into this one. For Tottenham, Heung-min Son remains unavailable as he continues to nurse a foot injury, while Radu Dragusin is still sidelined due to his ACL issue.

Liverpool, meanwhile, are likely to be without Joseph Gomez, who’s dealing with a hamstring problem, and Tyler Morton is a doubt as he recovers from a shoulder injury.

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Given how poor Spurs have been in the league this season, it’s difficult to see how they come away from Anfield with anything. Liverpool, who currently top the table, could even secure the Premier League title with a win over the Lilywhites in front of their home fans.

Ange Postecoglou faces a real selection dilemma too, with Spurs also set to face BODO/Glimt in the semi-final first leg of their European tie straight after the Liverpool game. Balancing the squad for both fixtures won’t be straightforward.

All signs point to a tough afternoon for Tottenham, and if recent performances are anything to go by, the writing may already be on the wall.

A report has claimed that even though Tottenham Hotspur’s accounts show that the club have posted consecutive losses over recent years, they have a huge amount of cash in the bank.

When the accounts for the financial year of the 2023-24 season were released last month, it showed that Tottenham Hotspur had posted an operating loss for the fourth year in a row.

While releasing those numbers, Daniel Levy also issued a warning to Tottenham fans about the club’s unsustainable transfer spending over the last few years.

However, it turns out that a closer look at the numbers reveals that the North London club are in an extremely strong financial position.

Tottenham have £375m in the bank across 13 companies

This update comes from TBR Football, who say that although Tottenham have made a loss on paper over recent years, that is down to the depreciation on the stadium.

That is a tool accounts use to measure the value of an asset over time, but rather than being a cash expense, it is a figure merely used to ascertain the health of a business.

The report explains that with regard to metrics like cash flow or EBITDA (earnings before interest, tax, depreciation and amortisation), the picture is very different for Tottenham.

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Spurs remain the most profitable club in the Premier League, consisting of 13 companies registered at Lilywhite House in total, which have £2.7bn worth of assets on the books and £375m cash in the bank.

Research from Jason Stephens titled ‘Premier League Clubs – The Hidden Millions’ reveals the following figures:

Why Daniel Levy may be concerned about Spurs financial health

While the deprecation on the stadium might not directly affect Tottenham’s ability to spend on transfers or wages significantly, this article from TRB Football misses a crucial point.

It has been widely reported that Daniel Levy is looking to attract investment into Spurs and has held talks with several parties regarding the same.

However, in order for their valuation to be met, the health of the business needs to be in top shape.

That is also the likely reason the Lilywhites have significantly reduced their wage bill over the last 12 months, with the move being made to make the club more attractive to potential investors.

Jamie O’Hara has said that there is one thing that Daniel Levy cannot even consider doing after Tottenham fell to their 18th defeat of the Premier League season to Nottingham Forest on Monday.

The unwanted records are now piling up for Ange Postecoglou. Following the loss to Forest, Tottenham have now lost more games this season than any other 38-game campaign.

Spurs fans would have hoped that progression to the semifinals of the Europa League would have galvanised the side, but yet, it was more of the same from the Lilywhites, who have barely shown any sign of improvement despite the return of key players from injury.

Ange Postecoglou insisted that Tottenham played well against Forest, but that will mean nothing to the supporters, who have watched their side throw results away consistently this season.

Jamie O’Hara warns Daniel Levy not to take drastic action

According to various reports, Postecoglou is likely to be sacked at the end of the season no matter what happens in the Europa League.

However, Jamie O’Hara has insisted that Levy should not even consider sacking the Australian before the semifinal against Bodo/Glimt, insisting that the Spurs boss has earned the shot to lead the side into the clash.

When a Tottenham fan who called in suggested that Postecoglou should be sacked immediately, O’Hara told talkSPORT: “Come on, mate, you can’t have Ryan Mason taking the semi-final. You can’t, mate. Come on, do me a favour. What are you talking about? You can’t do that.

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“He (Postecoglou) has got the semi-final, you’ve got to give him the semi-final. I know it’s painful and I know it’s unacceptable, but you can’t sack him now. There’s no point, it’s pointless. See if he can get through the semi-final.”

Former Tottenham man accuses fans of disrespecting Ange Postecoglou

The frustrations of Tottenham fans are palpable on social media, with many already at the end of their patience.

However, Ramon Vega blasted some Spurs fans for disrespecting Postecoglou, urging them to stop talking about the Australian’s potential replacements.

Chelsea have reportedly set their sights on a winger who Spurs are keen on, with the Blues also said to be fans of one wide-forward, who is currently playing his trade at the Tottenham Hotspur Stadium.

One man who has been heavily linked with a move to N17 over recent months is a young English starlet, who is turning a lot of heads in the Bundesliga this season.

It has been reported that Tottenham are keen on signing Jamie Gittens, whose future at Borussia Dortmund is said to be in doubt.

According to various reports, Gittens is expected to leave Dortmund at the end of the season and head back to the Premier League on the back of Die Schwarzgelben’s disappointing campaign.

Chelsea identifies Spurs man as an alternative for Jamie Gittens

Journalist Ben Jacobs has now confirmed that the Dortmund youngster is indeed on Enzo Maresca’s transfer wishlist ahead of the summer.

Interestingly, he claimed that the Blues may even consider a move for Mathys Tel this summer if Tottenham Hotspur do not activate the option to sign him permanently.

Speaking on the Celnie Podcast, Jacobs said: “Jamie Gittens is high in Chelsea’s thinking, you have Nico Williams who is a dream target, but the overall cost of that deal is quite expensive.

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“There are a few names there that Chelsea appreciate, even Mathys Tel who, at the moment, is at Tottenham, they’re the ones that have the option to buy, but if they don’t take it, we wait and see if Chelsea revisit that deal. If Tel is available, maybe there is something that Bayern and Chelsea can do.”

Will Tottenham activate Mathys Tel purchase option?

Over recent weeks, it has been reported that Tottenham have decided to renegotiate a discounted deal for Tel rather than activating the £45m option to buy the forward.

That could be down to the fact that the Frenchman has not hit the expected heights since his move to Spurs in January, although Ange Postecoglou has insisted that he has been happy with Tel’s progress.

If Chelsea enter the picture this summer, that might complicate Tottenham’s pursuit even further and force the North London side to prioritise other alternatives.

A group of Arsenal supporters decided to take a unique approach to raise their voice against the club’s sponsorship deal with Visit Rwanda by mocking Tottenham Hotspur.

The controversy surrounds Arsenal’s shirt-sleeve agreement with Visit Rwanda, which is part of the Rwanda Development Board governmental body.

According to The Daily Mail, the deal is worth £10million-a-year was first signed in 2018 and extended by the Gunners back in 2021.

However, the deal is a controversial one, with the Democratic Republic of Congo government writing a letter to Arsenal owners asking that they end the ‘blood-stained sponsorship deal’.

This was after Rwanda-backed rebel group M23 invaded DRC territory Goma, with the invasion reportedly leading to 3000 casualties.

Visit Tottenham campaign launched by Arsenal fans

The Arsenal fan group, Gunners For Peace, decided to take a satirical approach to raising their voice against the sponsorship.

They unveiled a ‘Visit Tottenham’ billboard outside the Emirates Stadium to make the point that the club’s supporters would rather visit their arch-rivals than continue to support the Rwandan regime.

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The billboard reads: “Arsenal is a great club. We have standards, which is why Visit Rwanda needs to end. This is the same regime that’s funding a brutal militia with thousands of victims in Eastern Congo. We think anything – literally anything – would be better than Visit Rwanda. Even Tottenham.”

Spurs fans can have the last laugh this season

This is the sort of cause that both Tottenham Hotspur and Arsenal fans can come together on, putting their rivalries aside.

However, as far as the on-pitch rivalry is concerned, Spurs can still have the last laugh as they can end the season with silverware while the Gunners can still end it empty-handed.

Simon Jordan is not a fan of Cristian Romero’s latest public admission about his Tottenham future, and the pundit believes that the Argentine’s fate might have already been sealed.

Unless you have been living under a rock, you would have seen several reports over the last month claiming that Romero wants to swap Tottenham for Atletico Madrid after being approached by the Spanish side.

This was confirmed by the player himself earlier this week, with Romero admitting that he wants to “go to new places to keep growing” and confessing that he wants to experience football in La Liga.

The Argentine has two years left in his contract and his interview might not have necessarily gone down well at Hotspur Way, particularly given that the Lilywhites are preparing for a Europa League semifinal.

Simon Jordan believes Crisitan Romero will be sold this summer

Jordan is not a fan of the Argentine’s tendency to give public interviews, accusing the centre-back of thinking he is bigger than the club.

The former Crystal Palace owner believes that following Romero’s latest admission, the 26-year-old has no future at Tottenham beyond this summer.

Reacting to the Tottenham vice-captain’s comments, Jordan told talkSPORT: “Well, I think the die is cast for Romero anyway, I think there’s already an established position. He’s probably going to go at the end of the season.

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“He’s a very good player but there are a couple of times I’ve seen him over the years as far as where he thinks he’s bigger than the club and some of his performances have exhibited that at times.

“He’s got more quality than the current framework has allowed it to manifest itself in the rest of the team. I don’t think it’s very helpful. I don’t think it was helpful a couple of years ago when he was a player that clearly felt that he didn’t belong in this position, belonged somewhere else, but you signed for Tottenham.

“Listen, context is everything. If people are asking him the question rather than him volunteering information. He can keep schtum or you can say, ‘My lifetime’s ambition at some point is to play in La Liga’. But I think it’s already been said we were talking about last week, Romero is likely to be going out the door and Tottenham will rebuild with the right culture.”

Tottenham will demand a big fee for Cristian Romero

Even though the centre-back has made his transfer desire clear and has just two years left on his contract, Spurs are not expected to allow him to leave on the cheap.

It was reported a couple of days ago that Tottenham are expected to demand at least £60m for Romero. Given what we know about Daniel Levy, he will likely not budge on that valuation.

If anything, the Argentine’s public statements would have only strengthened the Spurs chairman’s resolve to make a summer transfer difficult for the player.

Fulham have now come up with a plan to stop Rodrigo Muniz from leaving this summer after hearing that Tottenham are circling the striker.

With reports claiming that Richarlison is expected to leave Spurs this summer and with there being question marks over Mathys Tel’s future at N17 beyond the end of the season, one would expect Tottenham to enter the market for a number nine this summer.

Earlier this month, it emerged that Spurs had set their sights on Rodrigo Muniz, who has had an impressive season for Fulham, having found the back of the net 11 times across all competitions so far.

However, it turns out that the Cottagers are not prepared to let the Brazilian leave the club without a fight this summer.

Fulham take decisive step to stop Rodrigo Muniz from joining Tottenham

GiveMeSport have now also confirmed that Tottenham Hotspur are keen on Muniz while revealing that the centre-forward is also on Chelsea’s radar.

However, the report says that key decision-makers at Fulham are now taking decisive steps to ward off interest in the striker.

The outlet claims that the West London club are now set to open contract talks with Muniz and are ready to offer him a substantial pay rise in an effort to tie him down over the long term.

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According to the sources that GiveMeSport have spoken to, the former Flamengo man is not likely to exit Fulham this summer.

Why Fulham are in a strong position regarding Rodrigo Muniz

Muniz only has one year left on his contract, but it is revealed that Marco Silva’s men have the option to trigger a one-year extension.

They are thus well placed to resist an offer for the forward even if they are not able to tie him down to a new deal.

The publication adds that Fulham are delighted with how the forward has progressed this season and they value him in the region of £50m.

A financial expert has explained that Tottenham Hotspur and all the other Premier League clubs are set to receive a financial boost due to the fact that Leeds United and Burnley have been promoted from the Championship.

Burnley’s promotion is good news for the Lilywhites as it means that Tottenham are set to receive a £3m boost due to their sell-on clause on Marcus Edwards, who the Clarets are obligated to sign for £8.5m this summer.

However, that is not the only reason why Daniel Levy and Spurs will be pleased that Scott Parker’s men have been promoted alongside Leeds.

It has now been explained that the Lilywhites and the remaining clubs in the top flight will benefit as a result of the savings that the Premier League will make in terms of parachute payments.

Extra funds are to be distributed among Premier League sides

Parachute payments exist to help relegated clubs cope with the significant loss in revenue from broadcasting deals, with payments made to relegated clubs for three years after they go down.

However, football finance expert Keiran Maguire explains that those payments will not have to be made in full if the clubs get promoted back to the Premier League within that three-year timeframe.

That is the case with Burnley, who were relegated last season and Leeds, who went down two seasons ago.

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Maguire explains that £102m in parachute payments were saved when Leicester and Southampton bounced straight back up last season, and a further £51m will be saved now that Burnley and Leeds are promoted.

This £153m is now expected to be divided between the Premier League sides, which Spurs and the other top-flight sides will be very pleased about.

Much-needed financial boost for Tottenham after Daniel Levy’s warning

After Spurs posted a loss for the fourth straight financial year in a row, Daniel Levy warned the fans that Tottenham’s current transfer spending is not sustainable.

This financial boost is thus very timely for the North London side and their coffers might be about to be boosted even further.