Bailey grew up in the Kansas City metropolitan area and went to St. Teresa's Academy.

[6] Bailey made her first professional appearance on April 13, 2019, as a 79th-minute substitute in Washington's season opening win over Sky Blue FC.

[7] Bailey was traded to NWSL expansion club Bay FC on December 12, 2023.

[8] In 2013, Bailey was called up to the United States under-17 national team, winning a bronze medal in the 2013 CONCACAF Women's U-17 Championship.

[11][12] Bailey played in the 2018 Thorns Spring Invitational with the United States under-23 national team.