Harry Kane, in Teddy Sheringham’s words, will be “a very disappointed man” if he ends his career without a trophy.
Although the 203 goals he has scored for Tottenham and England place him third all-time in Premier League goals scored, the 29-year old’s -mantlepiece is still empty.
After Spurs were eliminated from the FA Cup and the Champions League within a matter of days earlier this month, Kane’s wait to win a trophy will likely extend into the following season at the earliest.
Kane has been open about his desire to compete for football’s top honours, and Sheringham implied there may be a hint of regret if he does not win the trophy.
The 56-year-old exclusively remarked to LiveScore at the London Football Awards that “winning stuff” is the core of football.
“If he goes throughout his career without winning stuff he’ll be a very disappointed man.
“It’s all well and good getting these accolades for personal reasons but he’s in a team game and he needs to win things as a team.”
As has often been the case in recent years, Kane’s future in North London is poised to be under the spotlight as he enters the final year of his contract this summer.
Manchester United, a place above Spurs in third, have been strongly linked with Tottenham’s No10 after recently ending their own six-year trophy drought with victory in the Carabao Cup.
Sheringham, who won three Premier League titles after leaving White Hart Lane for Old Trafford in 1997, admits he is unsure where Kane sees his immediate future.
He added: “I really don’t know. I’ve probably had this conversation for the last three or four years about what Harry should do.
“He’s at a club he loves but he wants to win things as well, so you’ll have to ask Harry.
“I keep getting in trouble every time I say what he should do!”
With Alan Shearer’s Premier League record in sight, Kane also became Tottenham’s all-time top goalscorer last month with his 267th goal in all competitions for his boyhood club against Manchester City.
He has since taken his tally to 270 with three more strikes — including two in Sunday’s 3-1 win over Nottingham Forest.
Fellow club legend Gary Mabbutt was keen to stress how fondly the striker holds Spurs in his heart.
The former defender said: “Harry came out at the end of the game the other day. We beat Forest, we had a fantastic result.
“Harry was questioned after that. He loves being at Spurs. I’ve known him since he was a young lad, his family are all based around here, he loves London.
“So that’ll be down to Harry’s choice in the end. I see no reason he should leave a club like Spurs.”