Along with her teammate Nicole Callisto, Bailey qualified for the Australian squad in women's BMX cycling at the 2008 Summer Olympics in Beijing by receiving one of the nation's two available berths from the Union Cycliste Internationale, based on her best performance at the UCI World Championships in Taiyuan, China. Although she was ranked no. 9 in the UCI rankings for female BMX cyclists and grabbed a tenth seed on the morning prelims with a time of 38.285, Bailey could not match a stellar ride in her semifinal heat with two unfulfilled attempts, a total of 22 positioning points, and an eighth-place finish, thus eliminating her from the tournament.