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.
Having been an ardent fan of the Western Suburbs Magpies throughout his life, Bailey became the chairman at the Wests Tigers NRL Club (Wests Ashfield Leagues) in 2011, following a nomination by the Wests Group shareholders involved in the joint venture club.