Kane has been urged to weigh up his options carefully, as he approaches a career “crossroads”, according Teddy Sheringham.
The former Spurs player who once made his own move from Tottenham to Man United, telling the Spurs star he “only has one career”.
Back in 1997, Sheringham took the decision to depart Spurs for United and the call was vindicated.
Because he went on to form part of the squad that won three Premier League titles and an historic Treble in 1999.
Harry Kane now finds himself in same situation, with a lack of any success at Spurs forcing him to consider a move elsewhere.
United are said to be the next destination for the Spurs striker with there even talk of record breaking £200 million offers.
Sheringham can see why the 26 year old decision may be turned, even with his strong emotional ties to Tottenham taken into account.
A man who sandwiched his stint in Manchester with two spells at Spurs told Sky Sports of Kane;
“There are similarities but you have to look at where they are and where Tottenham were when I was playing for them.
“I think the ambition had been sucked out of the club when I was at Tottenham, we weren’t really going places.
At least with Tottenham at the moment they’re getting in the top four, they’re challenging for things, they were in the Champions League final not long ago.
“He’s got to work out his situation, does he want to leave? Will there be top players coming to Tottenham to play with him, or does he have to leave to play with top players?
“At the moment, I’d say his career at Tottenham has been steadily going forward but I think it might be at a crossroads.
If not this year, if they haven’t won anything or look like they’re challenging for things and moving forwards, there could be changes.
“Harry only has one career and he wants to win things.
We’ll see what happens but my advice would be ‘you only get one career, Harry, make sure you make the most of it’.”
Kane has conceded that personal ambition may lead him to seek a new challenge elsewhere.
But Spurs will be doing everything possible to keep a talismanic player that has scored 181 goals in 278 appearances for the club.