Di Gregorio has expressed his happiness at joining the Premier League club, citing their ambition and desire to grow as key factors in his decision. In his first interview with AFC Bournemouth, he stated: "I feel good, I feel happy, I’m very pleased to be here." He also revealed that he had spoken to his former Juventus teammate Lloyd Kelly, who spent five years with Bournemouth before moving to Serie A, before sealing his own move to the English South Coast. Kelly recommended the move to Di Gregorio, praising the club, city, and life in Bournemouth.
Di Gregorio believes that playing in the Premier League will help further his development as a goalkeeper, citing the high level of competition and the presence of many top goalkeepers. He also believes that his experience playing in the Champions League with Juventus will serve him well in his new role at AFC Bournemouth. The Italian goalkeeper is eager to help the team achieve great things and have a fantastic season in the Premier League.