Manchester City star Jack Grealish has become the subject of surprise transfer speculation as the summer window approaches, with Premier League side Tottenham Hotspur and Italian giants AC Milan reportedly interested in securing his signature.
Back in the summer of 2021, Grealish made headlines when he left his boyhood club, Aston Villa, to complete a blockbuster move to Manchester City. The transfer, valued at a staggering £100 million, set a record as the most expensive transfer of an English player in football history. At the time, Grealish was regarded as one of England’s brightest attacking talents, expected to flourish under the guidance of Pep Guardiola.
However, since making the switch to the Etihad, the 29-year-old has struggled to replicate the dazzling form that made him a fan favorite at Villa Park. Despite winning multiple trophies with City, Grealish’s individual output has been underwhelming. To date, he has managed only 16 goals in 151 appearances for the club—a modest return considering the high expectations that accompanied his record-breaking transfer.
This season, the Englishman has found it particularly difficult to make a significant impact. Across all competitions, Grealish has registered just two goals and five assists in 26 appearances. With competition for places in Guardiola’s squad intensifying, his role in the team has come under increasing scrutiny.
As a result, speculation surrounding his future has begun to grow, with multiple reports suggesting that Manchester City could be open to parting ways with the playmaker. According to Give Me Sport, Tottenham Hotspur have emerged as one of the clubs most keenly monitoring Grealish’s situation.
The report states: “Jack Grealish’s valuation and ongoing role at Man City are being assessed, and the club is expecting suitors to come knocking this summer, with Tottenham among the most interested parties.”
It is believed that Spurs had previously expressed an interest in signing Grealish during the January transfer window. However, at the time, the possibility of a deal materializing was considered highly unlikely. Now, as the summer window looms, there is a renewed sense of possibility regarding a potential transfer.
One significant factor that could influence Tottenham’s pursuit of Grealish is Manchester City’s valuation of the player. Over the past 12 months, City have reportedly maintained a high asking price for the England international, which has made negotiations difficult for potential suitors. If City were to lower their demands, Spurs could be in a stronger position to strike a deal.
Another potential stumbling block is Grealish’s wages. Tottenham operates under a strict wage structure, with their highest-paid players reportedly earning no more than £200,000 per week. Grealish, on the other hand, is said to be on a lucrative contract at City, earning approximately £300,000 per week. If Spurs are serious about bringing him to North London, they would either need to convince the player to take a pay cut or find a way to structure a deal that aligns with their financial model.
Beyond Tottenham, AC Milan have also been credited with an interest in the Englishman. The Serie A club is reportedly keeping a close eye on Grealish’s situation and could make a move should the opportunity arise. Milan’s interest adds another layer of intrigue to the saga, as a switch to Italy would present Grealish with a new challenge in a different league.
Meanwhile, Spurs are enduring a frustrating season under manager Ange Postecoglou. The team currently finds itself languishing in 14th place in the Premier League table, far below expectations. With pressure mounting on Postecoglou to turn things around, the potential acquisition of a high-profile player like Grealish could provide a much-needed boost to both the squad and the club’s ambitions.
As the summer transfer window nears, all eyes will be on Grealish and whether he remains at the Etihad or embarks on a new chapter elsewhere. With both Tottenham and AC Milan reportedly interested, the coming months could prove pivotal in shaping the next phase of his career.