[1] As a cricketer, Bailey was a right-handed batsman who bowled right-arm fast-medium and who could on occasion play as a wicket-keeper.
[7] In his second season for Northamptonshire, Bailey was selected to play for the Marylebone Cricket Club against Yorkshire at Lord's, with him taking 3 wickets in the match.
He began making regular appearances in this format for Northamptonshire in the 3rd season of the John Player League.
He made a total of 38 appearances in limited-overs cricket for the county, with his last match coming against Sussex in the 1973 John Player League.
[1] He scored his first goal in his 9th game of the season against Peterborough United, a match which ended in 2–2 draw.
[1] In August 1969, Bailey made club history by being the first Gillingham substitute to score, after he had come off the bench to replace Brian Yeo in an eventual 3–1 defeat by Luton Town.
That season proved also to be his most successful with Gillingham, as he scored 7 goals, including a hat-trick in a 6–0 victory against Tamworth in the 2nd round of the FA Cup.