Jack Grealish has been told to leave Manchester City for a new chapter with Tottenham, as a summer transfer is considered 'nailed on'. The 29-year-old winger has struggled this season at the Etihad Stadium, having not managed to find the back of the net in any Premier League matches. His lacklustre performances resulted in him being excluded from Thomas Tuchel's first squad selection as England manager, amid stiff competition for the wide forward spots.
Grealish's campaign was hampered by early-season injuries, but even when fit, he has only started three games since the turn of the year 2025, and those were all in the FA Cup. Despite having two-and-a-half years remaining on his contract, the ex-Aston Villa skipper is being hotly tipped for a departure come the end of the season.
Ex-Watford frontman Troy Deeney sees Spurs as a potential match for Grealish. "I think it's nailed on that he's going to leave now," Deeney told talkSPORT. "I've said this before, I think Pep Guardiola's one of the best coaches we've ever seen. But I don't think he's handled the Jack Grealish slash Kevin De Bruyne situation well this year at all. I think he's left them in the cold."
Deeney suggested that a move to Spurs could offer Grealish the consistent game time he craves: "He will have to leave and I don't think he won't be short of suitors but I think now it's a massive situation for him. He may have to lower his expectations in terms of wages and where he's playing but you could definitely see him going to somewhere like Spurs playing week in, week out and trying to move them up but for Jack it's about staying fit and playing consistently."
Tottenham had previously expressed interest in signing Grealish in 2018, following Villa's failure to secure promotion back to the Premier League. However, Spurs' offer of £25 million was rejected, and they were unwilling to meet Villa's asking price of £40 million. Three years later, after Grealish impressed with Villa in the top division, Manchester City invested a record £100 million to lure him away from his childhood club.
Although he has claimed six trophies during his time at Manchester, he has yet to live up to his price tag and was left out of the England squad for Euro 2024 last summer. Earlier this month, Grealish was spotted with friends in a social club before images emerged of him on a night out in Newcastle the same evening.
Guardiola responded by saying that he'll judge his players for what they do on the pitch, stating, "A day off is a day off. They have private lives to do whatever they want. I'm not going to control what they do in their private life. I judge what I see on the pitch, the training sessions and the performances in the game."
As the summer transfer window approaches, the pressure is mounting on Grealish to make a decision about his future. With Tottenham's interest rekindled and a clear need for regular playing time, the potential move could be a win-win for both Grealish and Spurs. The North London club is in need of fresh talent to bolster their squad, and Grealish's skill set could be just what they require to improve their standing in the league.
However, the question remains: will Grealish be able to adapt to a new environment after spending three years at Manchester City? His time at City has been marked by both triumphs and frustrations, and while the allure of playing for a club like Tottenham is undeniable, it also comes with its own set of challenges.
Fans and pundits alike will be watching closely as the situation unfolds. Grealish's next move could not only affect his career but also have implications for the dynamics of the Premier League as clubs vie for top talent. With the transfer window looming, the clock is ticking for Grealish to find a new home where he can reignite his career.
As the season progresses, all eyes will be on Grealish, who will need to prove that he can still be the impactful player he once was. Whether he stays at Manchester City or makes the switch to Tottenham, the upcoming summer transfer window promises to be pivotal for the talented winger.