Having been a lifelong supporter of the Western Suburbs Magpies, Bailey became the Chairman of the Wests Tigers NRL Club (Wests Ashfield Leagues) in 2011, as appointed by the Wests Group stakeholders in the joint venture club.
A devoted fan of the Western Suburbs Magpies for his entire life, Bailey took on the role of chairman at the Wests Tigers NRL Club (Wests Ashfield Leagues) in 2011, following an appointment by the Wests Group partners involved in the joint venture club.