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Chelsea have found a very eager buyer for Nicolas Jackson
Mike Segar-Reuters via Imagn Images

AC Milan’s striker search has officially taken them to West London. Per Matteo Moretto, the Rossoneri have held new contacts with Chelsea yesterday to explore a deal for Nicolas Jackson, a player who is firmly on the chopping block at Stamford Bridge. And it’s not just a name on the list — Milan are obsessed with Jackson.

That word matters. Milan want a new striker, and they want him.

Chelsea are ready to sell Jackson after one inconsistent season

The interest comes at an opportune moment for Chelsea, who are now actively looking to offload Jackson after just one season. While his 2024/25 campaign wasn’t a disaster — 14 goals and 5 assists in all competitions — it wasn’t good enough to convince the club he can lead the line for a team with Premier League title aspirations.

Jackson showed flashes of talent: he’s athletic, makes good diagonal runs, and can link play. But that potential was constantly undercut by erratic decision-making, missed sitters, and a complete inability to keep his discipline. The yellow card record for a striker? Embarrassing. The inconsistency in front of goal? Unacceptable for a No. 9 at a big club.

Chelsea don’t think he’ll ever be a 20-goal-a-season striker, and they’re probably right.

Liam Delap and Hugo Ekitike lined up as Jackson replacements

That’s why they’ve already made moves to replace and upgrade him. Liam Delap has arrived as a long-term project with Premier League-ready physicality, and the club is in advanced talks to bring in Hugo Ekitike, another high-upside, more polished forward. There is a clear strategy: move Jackson out and rebuild the striker depth chart around players with cleaner profiles and more consistent production.

Milan believe Jackson can thrive in Serie A

And Milan? They’re happy to take the risk. They see Jackson as a low-cost, high-upside reclamation project, a striker whose chaos can actually flourish in Serie A, where the defensive pace is lower and the pressure far less suffocating. At a club like Milan — who are looking to “turn things around” rather than compete for league titles right away — Jackson’s flaws are easier to stomach.

Plus, Milan play a more free-flowing, counter-attacking style that could suit Jackson’s instincts better. He won’t be asked to lead the line with the tactical rigidity demanded at Chelsea. He’ll be able to roam more freely, press less aggressively, and maybe even evolve in a calmer, less brutal football environment.

Chelsea want to cash in while value holds

For Chelsea, this is a win. Jackson still holds value, and if Milan are truly as enamored as they seem, the Blues can command a decent fee and rid themselves of a player they’ve decided they can’t trust.

There’s always a place in football for chaotic strikers with flair, pace, and flashes of magic. Just not at a club trying to win the Premier League.

And now Chelsea have found someone who thinks they can make it work.

This article first appeared on The Trivela Effect and was syndicated with permission.

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