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Harri Burton

Fri 8 August 2025 21:00, UK

Jack Grealish’s impending departure from Man City has multiple Premier League clubs on high alert.

'Go to Spurs' - Grealish's 'friend' backs star for Tottenham over Everton and Napoli	Jack Grealish to Everton - 5 Man City stars who could leave before 1 September	Man City 'make impossible demand of Everton' over Jack Grealish

The 29-year-old struggled to make an impact during a difficult 2024/25 campaign for the Citizens, making just seven Premier League starts, notching three goals and five assists across all competitions.

Supporters assumed Grealish had fallen out with Pep Guardiola due to his limited minutes, but the manager has continued to speak positively about his winger to the media.

Everton and Tottenham are two of the clubs keeping tabs on the situation, with Football Insider understanding that David Moyes will back himself to rejuvenate the Man City outcast.

Photo by MI News/NurPhoto via Getty Images

However, Spurs could now jump ahead of the queue following James Maddison‘s almighty injury blow in North London, given that he could be out for most of the 2025/26 campaign after ACL surgery.

With both interested in the player’s services, Football Insider has taken a look at what legends of each club have previously said about him.

Speaking back in 2018 [Birmingham Live], while the winger was still at Aston Villa, Redknapp said: “I looked at Villa and thought what a great young player Grealish is.

Definitely.”

Coming from a distinguished figure who managed Spurs for a total of four years, the 78-year-old was clearly ahead of the times when discussing Grealish’s potential destination.

Speaking on The Overlap in 2021, Spurs’ greatest-ever goalscorer said: “I love Jack, just love Jack as a player.

He’s a real player and one who’s going to be very special for the future.”

Keane knows a thing or two about leading the line for the Lilywhites, netting over a century of goals during his time in North London, and supporters will absolutely listen to his thoughts on the transfer.

Speaking via Betway recently, the former Republic of Ireland international said: “I love Jack.

I think he’s a wonderful football player, and he’s a real Tottenham player with the way he plays and moves on the pitch.

“I really think that he could fit into the Tottenham team, whether he plays on the left, as a high No.8 or as a No.10.

I’d definitely be hoping for that move to happen.”

Speaking to Liverpool Echo (12 June), Stubbs said: “If a deal is going to happen, I think it will be one where Everton pay X and Manchester City pay Y.

“Listen, I’d love to see Jack Grealish at Everton.

I think he needs to go to a club where the fans are going to adore him, and that would certainly be the case at Everton.”

Speaking to The Grumpy Old Men of Football Show, Reid said: “I think the kid’s got ability.
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