Growing up, Bailey watched western movies and Clint Eastwood was his idol.
Bailey's mother's name is Melissa Bornquist.
Bailey attended Duke University on a full athletic scholarship for football and graduated with a degree in psychology.
Bailey worked with the Improv group, The Groundlings.
Bailey trained at the The London Academy of Music and Dramatic Art.
Bailey is good friends with actor Casper Van Dien and lived in his home in 1998.
Bailey: (discussing his career goals) Quite honestly, long-term I'm more into the drama. I'm just at a place in life right now where I'm kind of looking into edgier material. George Clooney had the web of celebrity from television and doing ER and he's able to parlay that into films. God willing I'll be up there in a few years.
Bailey: (advice to his young fans) Stay true to yourselves and listen to others and then make up your own mind based on your own conscience. Don't just do or say what you think other people want you to do or say. Be true. Be open. Be strong.