According to Corriere Adriatico, Sambenedettese is seriously evaluating the return of Alessio Di Massimo, who is currently out of contract with Gubbio.

Alessio Di Massimo has been with Gubbio for a three-year period, making 60 appearances and scoring 15 goals. His time at the club may be concluding. TuttoMercatoWeb.com has reported that the Italian attacking winger, born in 1996, has attracted interest from Sambenedettese, managed by Roberto Boscaglia. A move would mark a return for Di Massimo, who previously played for the club from 2016 to 2020, making 128 appearances, scoring 14 goals, and providing 22 assists. His contract with Gubbio is set to expire on June 30, 2026, and his current market value is estimated by Transfermarkt to be €150k.