Bailey's agent, Craig Butler, hinted at the possibility of a move on social media over the weekend. Butler posted a message that seemed to allude to a transfer, saying: "Rome, a city that is powerful, beautiful, and rich in culture and history. A city that rewards courage and honor, where one can conquer the crowd like a gladiator and achieve freedom."
This cryptic message has led many to believe that a transfer to Roma is indeed in the works. Bailey's contract with Villa is set to expire in 2027, and he is reportedly on track to sign with Roma this week.