Leon Bailey's departure from Aston Villa marks the end of a four-year stint with the English club. During this time, he played 163 games, scoring 23 goals and providing 25 assists. His most successful season came in 2023/24, when he scored 14 goals and helped Villa secure a fourth-place finish in the Premier League, earning a Champions League spot for the first time in the club's history. Bailey was also linked to Ajax this summer, before joining Olympiakos. The winger played for Aston Villa since 2021, when he was transferred from Bayer Leverkusen.