 Bailey covered industrial relations and environmental issues before moving into the sports department, covering cricket, football, golf and the Sydney to Hobart Yacht Race.He then headed to the Gold Coast, where he wrote for the Gold Coast Bulletin for four years and establishing his own news agency domestically and internationally.He then entered a media career in radio with the Gold Coast Station Sea FM, later he worked in radio in Sydney as a sportscaster on network 2Day FM His program was The Morning Crew with co-host Wendy Harmer.