Tottenham fans would understand if Harry Kane pushed for an exit from the club in this transfer window, according to former Spurs star Chris Waddle.
Kane is yet to win a major trophy despite a prolific Premier League career and this year is seen as a pivotal one to determine his long-term future.
Spurs finished seventh last season which was only good enough to reach the new UEFA Conference League, with the forward being open with the media on thinking seriously about his future.
Manchester City are rumoured to have already had a £100 million (A$186 million) offer knocked back by Tottenham, while Manchester United have also been linked with the England captain.
Kane revealed last week towards the end of Euro 2020 that he had yet to speak to new Spurs boss Nuno Espirito Santo, who has replaced Jose Mourinho.
Fabio Paratici, now managing director at the Premier League club, has stressed Spurs have no intention of selling the "special player" while he has three years to run on his contract.
Waddle believes Spurs fans would not query Kane, who suffered heartbreak with England at the Euro 2020 final on Monday (AEST) when Italy triumphed on penalties, if he decided to move on.
"Tottenham fans I don't think would have any complaints if he left," Waddle said.
"I think they've got it and accept that he's given a lot of service to Tottenham – he's enjoyed it, he supports them and he'd love to win trophies.
"Now Harry Kane can win the golden boot each year and be the top scorer of the Premier League, top scorer of the Premier League and top scorer of the Premier League again.
"When he looks back, he will say personal achievements have been great.
"Now he probably wants to say I want to stand up and lift that trophy to say Tottenham have won the FA Cup, League Cup – something! - and I think he feels he needs to win trophies.
"He has done everything he's wanted to do personally, obviously he'd love to win something with England but personal-wise I think he's probably thought I've got them [the individual accolades].
"But [he will think], 'I've not won any medals as a footballer as a team player' and it's probably getting to him now."
Kane, who turns 28 this month, finished as the Premier League's top scorer with 23 goals in 2020-21.
He also set up 14 goals to become only the second player in the Premier League era to top the charts for both goals and assists, the other being Andy Cole for Newcastle United in 1993-94.
Kane then finished the Euros with four goals – only Cristiano Ronaldo and Patrik Schick (five each) managed more – to draw level with Gary Lineker as his nation's leading scorer at major tournaments.
Waddle understands why a striker of that calibre feels the urgency to seek a resolution on his club future, with Manchester being his likely destination one way or another.
"He's 27, 28 years old and his next contract will be the last big contract he will think where he's going to win something," he said.
"And let's be honest, it's only Man City who are definitely a fair chance of winning a trophy, two or three.
"Manchester United is another club, but if you look abroad, most teams are skint.
"So I think there's only a couple of teams who can afford Harry Kane."
Waddle is certain Spurs chairman Daniel Levy will hold out as long as it takes to get a huge transfer fee for Kane, even if that results in a protracted transfer saga.
While the final transfer fee could be eye-watering, Waddle insists Kane is worth it.
"Tottenham will hold out for money because they want to buy their own players on their budget," Waddle said.
"So it's going to be an interesting two or three weeks because if he's desperate to get away, Daniel Levy as we've seen in the past does drive a hard bargain.
"He may not be forced into Harry Kane leaving on the cheap, put it that way, and if it means keeping hold of him for a longer period, then they will do that.
"They want the money and if we look at the valuation, yes, it is a hell of a lot of money.
"But you've got to say in modern-day football he is worth it."