Brad Friedel has warned Tottenham fans that Harry Kane will be sold by Daniel Levy when he can get maximum value for the striker.
The now-retired goalkeeper also hinted that even if Spurs won the Premier League, Kane could be tempted to leave the club.
Kane was coming through at White Hart Lane while Friedel was doing his coaching badges and the pair briefly shared a dressing room.
Friedel retired at Tottenham in 2015 at around the same time England striker Kane really began to make a significant impact in the first-team.
And the American stopper had plenty of interesting things to say about his form team-mate in an exclusive interview with Ladbrokes at it's launch of the 5-A-Side Bet on West Ham v Tottenham.
He began: "Eventually, I can see Harry Kane moving on. Winning the Premier League isn't necessarily going to be the be all and end all in his decision, though.
"This is where Tottenham's board have always been very savvy; I'm sure they've had offers in the past.
"One thing I am certain of is that once Daniel Levy has an offer for Kane that he doesn't think is ever going to get any better, that is when he's going to sell him.
"Winning – or failing to win – trophies won't have much of an impact on whether or not Harry stays at the club.
"He's a great team player, an excellent person to have around the squad. Don't get me wrong; he's going to want to win trophies, but I also think that each season he thinks he can win them at Tottenham.
"There will be a time where the Spurs board feels that it's time to sell Harry Kane."
Friedel also hinted that the financial uncertainty of COVID could force Spurs into a sale, even if they don't want to lose their prized asset.
The club took out a £175million loan from the Bank of England in 2020 and were expecting losses of around £200million due to the pandemic.
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Friedel continued: "I don't know whether the financial difficulties COVID has brought will act as an instigator, we'll have to wait and see. But do I see him moving in the future? Yes, I do.
"The 'one season wonder' tag never made its way to the dressing room while I was playing at Spurs with Harry. It made no sense to us as players because every day in training he was banging in goals for fun.
"I was doing my coaching badges at the club while Harry was coming through the ranks and even from a young age his shots were so hard to save. He always had such a quick release on his shots, with both feet.
"Everything about him was just impeccable in front of goal."
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