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Jack Grealish’s City Future and the Transfer Destinations That Actually Make Sense

Marcus Osei
Marcus Osei Senior Football Writer & Analyst
Aug 17, 2026
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Jack Grealish's City Future and the Transfer Destinations That Actually Make Sense

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Jack Grealish is back. Sort of. His 45-minute cameo in Man City's Community Shield loss to Arsenal raised more questions than it answered, but it confirmed one thing: the story isn't over yet.

Whether that story ends at the Etihad or somewhere else entirely is the real question, and right now it feels like the latter is far more likely.

The Community Shield Audition

Let's be honest about what Sunday was. Grealish replacing Jeremy Doku at half-time with City already two goals down was not a ringing endorsement. It was a moment to assess where he's at physically, and maybe, just maybe, put him in the shop window one last time.

He didn't embarrass himself. Twenty-one of twenty-four passes completed, a couple of decent crosses, and enough energy to suggest the foot surgery he had in January is well behind him. New boss Enzo Maresca said he was 'good' and promised minutes to anyone who earns them. That's diplomatic language for 'prove it or find a new club.'

For Man City, this is a situation that needs resolving before the transfer window closes. Grealish is on a reported £300,000 a week with one year left on his deal. That's an enormous wage for a player who will realistically be fourth or fifth choice on the left. City are surely willing to move on, the only debate is how and for what fee.

How a £100m Player Became a Problem

The numbers tell a brutal story. Man City paid £100m for Grealish in 2021 and for a couple of seasons it worked well enough. He was part of the Treble-winning squad in 2022-23, played in the Champions League final, and looked like he belonged at the highest level.

Then it fell apart. Doku arrived and offered something different, something more explosive, and Grealish found himself squeezed out. His numbers dropped off, the starts dried up, and Pep Guardiola made no attempt to hide where the blame sat. By 2024-25 he was starting just seven league games, left out of the Club World Cup squad entirely, and shipped off to Everton on loan.

At Goodison he reminded everyone what he can do. Four assists in his first three league games, a Player of the Month award, real momentum. Then the foot injury in January wiped out the rest of his season and left his future hanging in the air all summer.

That's the cruel reality of his situation. He showed enough at Everton to have options. He just didn't show enough for anyone to spend big on him.

Where He Actually Ends Up

Everton feels like the most likely destination and it's easy to see why. Grealish loved it there, they loved him back, and even his social media bio still names them as his club. The stumbling block is money. Everton weren't willing to pay the £50m City reportedly wanted for a permanent deal, and that price is going to have to come down significantly for anything to happen.

A second loan spell makes the most sense for everyone. Grealish gets regular football, Everton get a proven performer on a controlled cost, and Man City offload a chunk of that wage bill. If he stays fit and reproduces his early-season Everton form, a permanent deal in 2026 becomes more realistic.

Aston Villa is the romantic option and there's a genuine argument for it. Villa are in the Champions League again this season and they've lost Morgan Rogers, so there's a creative gap to fill. Grealish knows the club, knows the fans, and there's no question he'd be welcomed back. The complication is whether Villa want to take on his wages and whether City and Villa can agree terms.

Atletico Madrid is the wildcard. Diego Simeone's system demands a very specific type of player and Grealish's profile doesn't obviously scream 'Atletico winger'. We'd be surprised if that one gets over the line.

Our Call

Grealish won't be playing regular Premier League football for Man City this season. That much feels settled. Maresca's comments were polite but the subtext was clear enough.

The smart bet is a return to Everton on loan before the window closes. It suits all parties, it keeps Grealish in the Premier League, and it gives him the best shot at rebuilding his reputation ahead of what could be his final big move.

If he stays fit and fires at Goodison, a permanent deal or a Villa return in summer 2026 becomes a real conversation. Right now though, his priority is simple: get out of Man City, get on the pitch, and remind people he's still worth watching.

Marcus Osei

Editorial Note: Marcus Osei

Senior football writer and tactical analyst with 12+ years covering the Premier League, Champions League, and world football. Born in Accra, raised between London and Kuala Lumpur.

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