Teddy Sheringham thinks Harry Kane will leave Spurs “if they don’t look like they are going forward” next season.
Kane faces an uncertain future in north London after insisting he won’t stay at Tottenham “for the sake of it”.
When asked what advice he would give Kane over his future at Spurs, Sheringham told Sky Sports: “There are similarities but you have to look at Tottenham and where they are and where they were when I was playing for Tottenham. I think the ambition had been sucked out of the club when I was at Tottenham, weren’t really going places.
“At least with Tottenham are the moment they’re getting into the top four, they’re challenging for things, in the Champions League final not so long ago. He’s got to weigh up his situation. Does he want to leave? Are there going to be top players coming in to play with him?
“Or is he going to have to go elsewhere to play with top players? At the moment I would say his career at Tottenham – I know they haven’t won anything – has been steadily going forward. But I think it might be at a crossroads.
“And if not this year, if they haven’t won anything or if they don’t look like they are going forwards in the next season I think there could be changes because Harry has only got one career and he wants to win things.
“We’ll see what happens with that but my advice would be: you only get one career, Harry, make sure you make the most of it.”
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