Apart from his three games in the 1908 Olympic tournament, Bailey kept goal for England in five full and eight amateur internationals. He made his amateur international début against Wales in February 1908 and three weeks later he won full international honors when the opponents were again Wales. His other full international caps came during England’s tour of Central Europe in June 1908 and he made the last of his amateur international appearances in 1913. Bailey, who was employed by the Midland Railway as a rating official, was rather below the average height of first-class goalkeepers but he was the outstanding amateur keeper of his time. He first signed with Derby County in 1899 and then played for Ripley Athletic and Leicester Imperial before joining Leicester Fosse in 1907. He was the first player from the Leicester Fosse club to be capped, and played a major part in their promotion to the Division of the Football League at the end of the 1907-08 season. In 1910 he returned to Derby County to help them out of an injury crisis, but the following season he moved to Birmingham where he finished his playing days. In the three Olympic matches in 1908, Bailey only conceded one goal and that was an own goal – Chapman, the English centre-half, deflected the ball into his own net in the match against Sweden.