In 2014 Bailey transferred to the University of Texas as a Track and Field Athlete.

On April 28, 2012, Bailey broke the U.S. High School Record in the 400 metres, previously held by Calvin Harrison of North Salinas High School, at the Texas Class 5A Region I meet in Lubbock, Texas.

He was an All-USA high school track and field team selection by USA Today in 2011 and 2012.

He wears a duck tail at the back of his head as a signature style.

In 2024, Bailey received a warning from USADA for testing positive for ostarine.