Tottenham striker Harry Kane should have ‘pushed harder’ for a transfer to Manchester City in the summer transfer window, according to Paul Merson.
The England captain notably wanted a move away from the Tottenham Hotspur Stadium, with a transfer to Man City rumoured all summer.
However, a deal failed to materialise and Kane said he was happy to stay with the north Londoners.
The 28-year-old is without a Premier League goal this season and Spurs have suffered two 3-0 league defeats in a row.
And Merson feels that Kane might be regretting his decision to stay, telling talkSPORT: “If you’re Harry Kane, you’re standing up front thinking, ‘Should I have really pushed a little bit harder? Should I have?’
“At the end of the day, you’ve got to think of your future. There’s no point sitting there thinking, ‘I don’t want to be disliked’, ‘I don’t want people to think that I’m ungrateful’ and all that.
“He’s done an unbelievable job for Tottenham. He needed to move on.”
Merson added: “He’s got to think of his future. This lad deserves to win trophies.
“He’s a phenomenal footballer and I think he should have pushed and pushed to get that move.
“He wouldn’t have become a bad person; I think people would have understood.”
The former Arsenal striker also believes City could go back in for the Kane in January.
“At the moment, when I look at Man City, Man City need Harry Kane, for me,” he said.
“For me, he’s the best centre-forward in the league by a distance and I really mean that, even though plays for Tottenham, I do mean that.
“I think Man City need to get him, maybe even if it comes down to January, I think he needs to move on for his career.
“He needs to sit with his grandchildren in 20-30 years’ time and they’re sitting on his lap and he goes, ‘Yeah, I won this, this and this’.
“At the end of the day, if you stay at Tottenham, you’ve got to win the Golden Boot and that looks a million miles away as well, at the moment.”