With the 2022-23 season nearing its end, Harry Kane will soon be facing perhaps the most important decision of his professional career – whether to stay at his boyhood club or try to engineer a transfer in pursuit of better fortunes.
A place he has called home since the age of 11, Kane is the all-time leading scorer at Tottenham Hotspur with 274 goals from 430 appearances.
Besides winning the club's player of the year award two times, the classical No 10 has won the Premier League Golden Boot on three occasions, along with a host of individual accolades which would make any striker envious.
But three months short of his 30th birthday, Kane is fast running out of time to claim his first ever team trophy – a sad reality for one of England's most lethal forwards.
His love for the Lilywhites notwithstanding, Kane has long yearned for a team trophy and in this regard, Spurs have not been successful with their last major title (League Cup) coming in 2008 when he was strutting his stuff in the age-level sides.
Since then, he has risen through the ranks at Spurs, went out on loan to Leyton Orient, Millwall, Norwich City and Leicester City before finally establishing himself in the North London outfit under the then manager Mauricio Pochettino in the 2014-15 season.
Kane hit the ground running, finding the net 31 times across all competitions and guiding Spurs to fifth position in the league.
In the following seasons, he maintained his prolific goal-scoring ways in England and Europe, netting 28 goals in 2015-16, 35 in 2016-17, 41 in 2017-18, 24 in 2018-19, 24 in 2019-20, 33 in 2020-21 and 27 in 2021-22 and inspiring Spurs to third, second, third, fourth, sixth, seventh and fourth position among England's elite.
Kane came close to tasting success in the cup competitions but Spurs lost on all three instances they reached the final – League Cup in 2015 and 2021 and Champions League in 2019.
In the league Kane ploughed a lonely furrow at times but his regular goal-scoring exploits meant Spurs would often land berths in continental tournaments and whatever cracks they had were papered over.
But not any longer as Spurs currently find themselves at a crossroads.
Italian manager Antonio Conte was sacked recently while managing director Fabio Paratici (the man supposed to identify Conte's successor) was slapped with a 30-month ban for financial malpractice at his former club Juventus where he was sporting director.
All the while, club chairman Daniel Levy has been enemy No 1 among the Spurs faithful who believe change in ownership is what they need to end the trophy drought.
It was Levy, known as a staunch businessman, who denied Kane his dream move to Manchester City back in 2021 when the former reportedly turned down four offers, each upwards of £100m.
What if Kane still decides to leave, given Spurs' predicament?
With his contract running out in 2024, can Levy stomach letting his prized asset leave for free when his deal expires?
Or will he take the more sensible option of cashing in on Kane at the end of this season, and grant the England captain his much-desired transfer – probably to Manchester United or Bayern Munich where he is more likely to win a team trophy he has long wished for?
One thing is for certain, if Harry does make a move to pastures new this summer, the fans of the North London side would not hold a grudge against him for he has simply given his all for the Spurs cause, and got no team trophies to show for his efforts.