Bailey grew up in Timaru, a small city in the South Island of New Zealand. He realised his passion for performing when he started busking at the age of 12.

It wasn't long before the street soon became the stage and Bailey was involved in as many theatre productions as possible.

In November 2014, he auditioned for the Western Australian Academy of Performing Arts - Bachelor of Arts in Music Theatre. After being accepted, he has gone from strength to strength,  both as a musical theatre performer and contemporary pop artist.