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Tottenham moving fast to beat Napoli to treble winner following James Maddison injury

Originally posted on To The Lane And Back
By Pranav Ravindrannair | Last updated Aug 3, 2025 5:36 PM ET

Tottenham Hotspur have enquired about Manchester City star Jack Grealish

Tottenham Hotspur are wasting no time in the transfer market following the worrying injury to star midfielder James Maddison, with the club launching an urgent enquiry for Manchester City’s Jack Grealish, according to sources close to the situation.

The move comes in the wake of Maddison’s concerning exit during the 1-1 friendly draw against Newcastle United in Seoul, where the 28-year-old was stretchered off with what appeared to be a recurrence of the same knee issue that plagued him last season.

With Dejan Kulusevski already sidelined through his own knee injury and creative responsibility now falling on the young shoulders of Lucas Bergvall and Alfie Devine, Thomas Frank has reportedly urged the club to act decisively.

Enter Grealish, a proven Premier League playmaker who, despite a muted 2024-25 campaign at the Etihad, remains one of England’s most technically gifted talents. Spurs’ interest has quickly overtaken that of Napoli, who were initially seen as front-runners for the former Aston Villa captain. Having missed out on the treble winner while he was still at Villa, Levy now has the chance to set that record straight.

City open to offers

Grealish, under contract at Manchester City until 2027, endured a frustrating campaign with limited minutes under Pep Guardiola, starting only seven league matches and contributing just three goals and five assists in 32 appearances across all competitions.

According to an exclusive by Sports Mole, City are understood to be open to both loan and permanent proposals, and Tottenham are now exploring both options. While Grealish’s wage package may be steep, Spurs are not shying away from ambitious targets as they aim to stay in the fight for domestic and European honours.

Grealish can flourish in Frank’s system

While Grealish often found himself shackled on the left wing at City, there is growing belief that he could thrive in Tottenham’s more fluid midfield, particularly with Thomas Frank’s trust in creative freedom and positional flexibility.

Statistically, Grealish still ranks among the elite in Europe when it comes to progressive carries (7.71 per game, 99th percentile) and pass completion (87.7%, also 99th percentile), exactly the kind of metrics Spurs need with Maddison potentially out for months.

Levy must seize the moment

Chairman Daniel Levy had initially hoped to solve the Maddison backup situation through a deal for Morgan Gibbs-White, but the Nottingham Forest star’s new contract shut that door. Now, Grealish emerges as Tottenham’s statement solution, a marquee name who ticks both the creative and Premier League-experienced boxes.

While there’s no clarity yet on whether a loan or permanent deal is being pursued, pairing Grealish with Mohammed Kudus could help Spurs absorb Maddison’s absence without losing their attacking edge. Make no mistake, this is Tottenham acting like contenders. And with Napoli now behind in the race, it could be only a matter of time before Grealish is pulling the strings in Lilywhite.

This article first appeared on To The Lane And Back and was syndicated with permission.

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