Coach Bailey Miles joined the Regent coaching staff as the head boys' basketball program coach in May 2024. However, that was not his first time being a part of the Regent family. As a younger grammar student, he was in the first class at Regent, was with one of the original families that joined Regent in its first year, back in 2000. Bailey later attended Holland Hall for high school where he played football, basketball, and baseball. 

In college, Coach Miles went to Furman University to play baseball as a preferred walk-on and then transitioned into a student manager with the men’s basketball program. He then moved to Oklahoma State University, where he was a graduate assistant coach in the men's basketball program with Coach Travis Ford.

Coach Miles continued his basketball coaching growth and experiences after college as an assistant to Niko Medved at Furman University and then to Holland Hall High School for 5 years as a MS coach and HS assistant with Coach Brandon Maddux and later with Coach Teddy Owens for 3 years.

Coach Miles has worked numerous NCAA camps such as Virginia, Butler, Gonzaga, Kansas, Creighton, and many others. He was able to help coach the USA Basketball U16 national team in 2015 and spent time developing relationships with the OKC Thunder staff and front office. Coach Miles hosts a podcast, "Building Excellence" Podcast, that has featured interviews with over 161 notable, national, and successful business, sports, and community leaders.

He understands, appreciates, and shares Regent values. He and his family have a rich history within the Regent community. The recommendations about Coach Miles produced many glowing comments about his love for kids, his love for the Lord, his love for basketball, his communication skills, his character, and the way that he has prepared himself to move into head coach leadership. 

Coach Miles is married, and he and his wife, Chandler, have an 8-month-old daughter, Hayden. He and his family are confident and active in their faith and their church. Coach Miles, like other successful Regent head coaches, will be coaching, while also keeping his full-time work in commercial real estate.