Report: Tottenham make contact to sign £300k/week star after Maddison injury
Tottenham Hotspur have launched a surprise enquiry for Manchester City outcast Jack Grealish following James Maddison’s worrying injury setback, according to journalist Ben Knapton.
The Europa League winners are scrambling for creative solutions after losing both Maddison and Dejan Kulusevski to knee problems during pre-season, with Grealish emerging as an unexpected but intriguing target.
The 29-year-old winger finds himself at a career crossroads after a disappointing campaign at the Etihad that yielded just one Premier League goal in 20 appearances.
Pep Guardiola’s willingness to let Grealish leave – either permanently or on loan – has alerted several clubs, with Tottenham now reportedly leapfrogging Napoli in the race for his signature.

Grealish’s 2024/25 Premier League Stats | |
---|---|
Appearances | 20 |
Starts | 7 |
Goals | 1 |
Assists | 1 |
Minutes Played | 715 |
Grealish’s potential arrival would add proven Premier League quality to Thomas Frank’s squad, offering versatility across the front line and valuable Champions League experience.
While his £300,000-a-week wages present a significant financial commitment, Tottenham’s recent business – including the £27 million option-to-buy deal for João Palhinha – demonstrates their willingness to invest in established talent.
The England international’s familiarity with Maddison, his close friend and international teammate, could ease his integration into the Spurs setup.
Grealish’s ability to retain possession and draw fouls in dangerous areas would provide a different dimension to Tottenham’s attack, complementing the directness of players like Brennan Johnson and new signing Mohammed Kudus.
This potential move carries an element of poetic justice for Grealish, who nearly joined Tottenham in 2018 before establishing himself as Aston Villa’s talisman.
His subsequent £100 million move to Manchester City brought trophies but limited playing time, making a fresh start increasingly appealing.
For Spurs, he represents a ready-made solution to their creativity shortage while offering the marquee name their fans crave following Son Heung-min’s departure.
As Tottenham await definitive news on Maddison’s prognosis, their swift action for Grealish demonstrates a proactive approach in the transfer market.
The coming days will reveal whether this unexpected move gains serious traction or remains merely an emergency contingency plan.
One thing is certain – Grealish’s potential arrival would add star power and intrigue to Tottenham’s new era under Thomas Frank.