According to Tuttomercato, Bologna is interested in acquiring Matteo Pessina to bolster their midfield. Bologna has set their sights on Pessina, with the club's technical director, Giovanni Sartori, having previously collaborated with him at Atalanta. This transfer is seen as a potential low-cost solution in the wake of Oussama El Azzouzi's move to Auxerre and the likely exit of Michael Aebischer. Pessina, a member of the 2021 European Championship-winning squad, offers valuable experience, albeit with the concern of recent injuries. Monza's new ownership is currently assessing their player roster, and there is a possibility that Pessina might consider a pay cut to participate in European competitions with Bologna. The success of this transfer largely hinges on Monza's readiness to agree to a loan arrangement, which could prove advantageous for both parties. Such a deal would allow Bologna to evaluate Pessina's physical recovery over a year while enabling Monza to avoid the burden of a hefty salary in Serie B. The agreement might feature a buyout clause valued between 6 and 7 million euros.

According to Tuttomercato, Bologna is considering Matteo Pessina as a potential alternative to Tommaso Pobega in their transfer plans. Pessina is seen as a top candidate for the team if their efforts to sign Pobega do not succeed. Currently, Pessina is under contract with Monza until 2027. Bologna's interest in Pessina is influenced by Sartori's previous experience working with him at Atalanta. Nevertheless, Bologna is evaluating Pessina's physical fitness due to an injury he sustained last season and is contemplating a loan deal with an option to buy. The club's pursuit of Pessina is driven by Milan's refusal to reduce their €12 million asking price for Pobega, encouraging Bologna to consider other midfielders who would fit Vincenzo Italiano's playing style.