Tottenham Hotspur are reportedly once again eyeing a move for Manchester City and England winger Jack Grealish, several years after their initial pursuit of the talented forward. Manager Ange Postecoglou is keen on adding attacking reinforcements, especially given the significant injury issues plaguing Spurs’ squad this season. While Tottenham’s interest in Grealish might seem surprising given his current status at City, it reflects their ongoing commitment to bolstering their attacking depth with proven Premier League talent.
The link between Tottenham and Grealish dates back to 2019 when Spurs chairman Daniel Levy made a bid to acquire the player from Aston Villa, then in the Championship. Levy initially offered £15 million before upping his offer to £25 million, only to see Villa reject the bids, reportedly holding out for a fee closer to £40 million for their prized asset. Fast forward to 2021, and Grealish became the most expensive English player in history with his £100 million move to Manchester City. While he has enjoyed team success at The Etihad, including Premier League titles and other domestic trophies, Grealish’s personal contributions and form have often come under scrutiny.
Recent reports from *Football Insider* suggest that Tottenham’s interest in Grealish has been rekindled due to uncertainty surrounding his long-term future at City. The England forward, despite having moments of brilliance, has struggled for consistent productivity under Pep Guardiola, leading to speculation about whether he fits into the club’s long-term plans. Grealish remains under contract with Manchester City until 2027, meaning any potential deal would come with a hefty price tag—especially considering his record-breaking transfer fee just two years ago.
Postecoglou, who has been focused on rejuvenating Tottenham’s squad with a blend of youth and experience, reportedly sees Grealish as a player who could offer valuable leadership and creativity to his evolving team. However, with the January transfer window just around the corner, any potential move for Grealish is unlikely to materialize before next summer, as per the same report.
Alongside their interest in Grealish, Spurs continue to be linked with other attacking targets, including Crystal Palace’s Eberechi Eze and Nottingham Forest’s Callum Hudson-Odoi. Eze, at 25, offers a blend of youth and Premier League experience but could command a higher fee than Grealish. Meanwhile, Hudson-Odoi, at 23, is likely to come at a lower cost, providing Tottenham with a potentially more economical option.
The speculation surrounding Grealish’s potential move to Spurs raises additional questions about the future of club captain Son Heung-min. The South Korean star, who is approaching a decade at the club, has a contract that is set to expire next summer. While Spurs reportedly have an option to extend his deal by another year, they appear hesitant to commit to a long-term extension for the 32-year-old. Injuries have played a part in Spurs’ inconsistent form on the left flank, and Son’s fitness and form will be critical as the club weighs its future strategy.
Spurs have already started to lay the groundwork for future success on the wings. This past summer, they signed Wilson Odobert from Burnley, while academy product Mikey Moore has shown glimpses of his potential this season. Brennan Johnson has also emerged as a key player on the right, impressing with his goalscoring exploits. The left wing, however, remains unsettled due to injuries to Son, Odobert, and the on-loan Timo Werner.
If Tottenham were to make a move for Grealish, it would represent both a gamble and a potential coup. While his skill and ability are undeniable, questions about his end product and consistency at City make any significant financial outlay a calculated risk. Grealish’s arrival would not only enhance competition for spots but also underscore Tottenham’s ambition to compete at the highest level domestically and in Europe.
From City’s perspective, reports indicate that new sporting director Hugo Viana is actively exploring potential replacements for Grealish. The club is reportedly keen on cashing in on the winger if a suitable offer arises, with the aim of bringing in a marquee signing. Grealish’s recent absence from the City squad, including their last match against Wolves on October 20 and his subsequent withdrawal from England’s Nations League fixtures against Greece and the Republic of Ireland, has only fueled speculation about his status.
For now, Spurs fans can only wait and see if this renewed interest in Grealish translates into a blockbuster transfer. The potential move highlights Tottenham’s commitment to adding top-tier talent to their ranks and reinforces the club’s ambition under Postecoglou’s leadership. Whether Grealish eventually dons the Spurs kit or not, his name will undoubtedly remain a hot topic as the summer window approaches.