Milan Transfer Plans: Two More Signings Targeted After Summit, But Gimenez and Tomori Face Uncertainty

FolioPitch.com – 29 August 2026 | AC Milan are showing no signs of slowing down in the final days of the summer transfer window. According to multiple reports, Milan want another two new buys after summit but Gimenez and Tomori frustrated remains the central theme of their late-summer business, as the club looks to bolster its squad despite ongoing outgoings.

The Rossoneri have made a perfect start to the Serie A season, with back-to-back victories over Torino and Venezia. However, the management believes the squad still needs reinforcements to compete on all fronts. A long summit between club patron Gerry Cardinale and head coach Ruben Amorim took place on Wednesday, with the primary focus being the transfer strategy for the remaining days of the window. Sources close to the club confirm that Milan want another two new buys after summit but Gimenez and Tomori frustrated, as they aim to address key areas of the pitch.

The first priority is a creative midfielder capable of operating in the trequartista role. The club has identified this position as essential after the departures of Christopher Nkunku and Rafael Leao, who moved to RB Leipzig and Galatasaray respectively. The new signing would be expected to provide immediate attacking impetus and serve as a long-term replacement for the departed stars. The second addition is likely to be in another attacking or wide position, giving Amorim more tactical flexibility.

While the plans for incomings are clear, the outgoings are proving far more complicated. Milan want another two new buys after summit but Gimenez and Tomori frustrated, and the frustration stems from the inability to offload players who are no longer central to the project. Chilean striker Santiago Gimenez has been linked with a move to FC Porto for weeks, with super-agent Jorge Mendes working tirelessly to broker a deal. However, negotiations have dragged on, and there is no immediate breakthrough on the horizon. The player is eager for regular first-team football, but Porto’s offers have yet to meet Milan’s valuation.

The situation with Fikayo Tomori is even more problematic. The English defender has attracted interest from Premier League clubs like Coventry City and Newcastle United, but no concrete offers have materialised. With the deadline fast approaching, the chances of a move are fading rapidly. Tomori, who has fallen down the pecking order at San Siro, is understandably frustrated by the lack of options. The club is hopeful that Youssouf Fofana, another player deemed surplus to requirements, will find a new destination soon, but the Tomori saga remains a significant headache.

Amorim, who has been impressed by the team’s early performances, is keen to maintain momentum. The coach has reportedly given his approval for the two new signings, emphasising the need for players who can slot straight into his system. The fact that Milan want another two new buys after summit but Gimenez and Tomori frustrated highlights the delicate balancing act the club must perform. They need to trim the squad to free up wages and space, while simultaneously bringing in quality reinforcements.

Despite the challenges, the mood around the club is cautiously optimistic. The victory over Torino and Venezia has boosted confidence, and the fans are excited about the prospect of new arrivals. However, the unresolved situations of Gimenez and Tomori cast a shadow over the transfer window. If the club cannot find solutions for these players, it may have to keep them in the squad, which could affect team harmony.

The next few days will be crucial for Milan’s transfer plans. The summit with Cardinale has set the direction, but the execution depends on negotiations with other clubs. The club is working around the clock to secure the two new signings, and the hope is that deals can be completed before the window slams shut. For now, the phrase ‘Milan want another two new buys after summit but Gimenez and Tomori frustrated’ perfectly encapsulates the two sides of this transfer story: ambition and frustration intertwined.

In conclusion, AC Milan are pushing hard to strengthen their squad in the final hours of the transfer window, with a clear plan to add two more players. However, the failure to move on Gimenez and Tomori threatens to derail their efforts. The coming days will test the club’s negotiating skills and resolve. If they can resolve these outgoings, they will emerge from the window stronger. If not, the frustration could linger into the season.