Teddy Sheringham says Harry Kane should stay as Tottenham’s “king” – but not leave it too late to move to Manchester United.
United are among those to have been linked with a move for Kane, who in February signed a contract extension tying him to Spurs until 2020.
Sheringham, now manager of Stevenage, had two spells at White Hart Lane either side of a silverware-laden stint at Old Trafford and says the 22-year-old Kane should enjoy playing for Spurs first.
Sheringham, who was speaking on behalf of williamhill.com, official partner of the FA Cup, told Press Association Sport: “I’d like to think that (contract) keeps him at Tottenham for another couple of years, at least.
“The game is all about timing. Sometimes you can leave a club too early and join a bigger club when the timing isn’t quite right.
“For Harry to sign again for Tottenham and know that he’s going to be there for the next couple of years at least is great for him to settle down, enjoy his football.
“To know you will be King Pin there gives you a lot of confidence.”
Sheringham, who moved to United late in his career, added: “Tell him not to wait too long, though. Not as long as I waited. I was 31 by the time I went to Man United.”
One of Sheringham’s United team-mates during an era of glory under Sir Alex Ferguson was Paul Scholes, who has been critical of Louis van Gaal’s tactics as manager.
Scholes rarely spoke publicly during his playing career and was perceived as quiet.
Of the former England midfielder’s comments on United, Sheringham said: “They surprise me every time with Scholesy, because I didn’t think he was going to go into the media.
“I probably only heard him speak about 15 words in four years at Man United.
“For him to go into the media was a surprise in the first place, but now he’s in it we’ve come to expect that he will be quite outspoken and that is him being outspoken again.”
Sheringham, in his first management job after working as a coach under Sam Allardyce at West Ham last season, could not offer an appraisal of United himself.
“I’ve not seen enough of Man United to be commenting on them,” the 49-year-old said.
“He (Scholes) watches them every week, he knows more about it than me. I’m more concerned about Stevenage at the moment.”
Sheringham’s concerns are justified as Borough have five wins in 20 games this season to sit 18th of 24 teams in League Two.
The FA Cup offers an opportunity for Sheringham and Stevenage, who play managerless Yeovil at Huish Park on Saturday.
Stevenage and Yeovil drew 2-2 in Somerset in the league on November 14, but with the Glovers 11 points worse off than Stevenage at the bottom of the Football League, Paul Sturrock was sacked as manager this week.
“We all know that being a football manager is very precarious like that. You never know when the bullet is going to come,” Sheringham said.
“Sometimes it gives a club a new impetus when a manager goes. It probably makes it a tougher job for us going down there.”
Sheringham played in two FA Cup finals, losing on penalties with West Ham to Liverpool in 2006 in the second after a man-of-the-match performance to win the 1999 competition as part of Manchester United’s treble-winning season.
Sheringham wants a win to go into the draw for the third round, when the Premier League clubs enter.
“We want to be in the hat for the third round and maybe get a big club,” he said