Christian Pulisic and Santiago Gimenez have returned to Milanello this summer only to find themselves in a vastly different environment.

With the transfer market deadline day coming to an end, striker Santiago Gimenez announced his future between AC Milan and AS Roma with a subtle message.

In a last turn of events, sporting director Igli Tare revealed that Santiago Gimenez could leave AC Milan in a swap for an AS Roma striker.

After an upsetting start of 2025-26 Serie A season against Cremonese, AC Milan coach Massimiliano Allegri addressed Santiago Gimenez's lack of form.

The question that lingers is not only whether Milan can assert its dominance early but also one of intrigue: Will Santiago Gimenez start for Milan in this crucial tie?

The club’s much-anticipated reunion with Massimiliano Allegri is about to be delayed.

Serie A may still be a week away, but the Rossoneri’s competitive calendar starts now — and with it comes the first real test of Massimiliano Allegri’s second stint in charge.

Amid all the transfer noise, one subplot has quietly emerged at Milanello: Allegri’s first impressions of Santiago Gimenez.

Luka Modric’s Milan journey has recently begun, and while his debut last weekend didn’t start under the bright lights of the opening whistle, it still carried a moment that sent waves through both the stands and social media.

After making his unofficial debut against Chelsea, Mexico star Santiago Gimenez addressed Luka Modric's impact at AC Milan.

Milan has taken the lead against Leeds United in their penultimate pre-season friendly at the Aviva Stadium in Dublin.

As it stands, Santiago Gimenez — Pulisic’s teammate — is the only recognized senior centre-forward in the squad. Allegri is ready to give the Mexican international a chance to prove himself, but the club is actively exploring options.

The matches will see Luka Modric and Santiago Gimenez potentially make their first appearances in red and black this summer. However, there is one burning question that fans can’t ignore: what about Christian Pulisic? 

Will Christian Pulisic be fit? Will Luka Modric and Santiago Gimenez finally make their summer debut? These are the uncertainties casting a shadow over what should be an exciting conclusion to Milan’s summer preparations.

As Milan prepares for a new campaign with Christian Pulisic, Santiago Gimenez, and Rafael Leao at the forefront of its attack, the club has finally finalized a deal that could reshape its midfield – and it comes with a historical twist.