Mr. Bailey graduated from Texas State University with a BA  in Journalism.  Returned to UTSA in 1991 to obtain a teaching certification in history and geography.  Began teaching at Bradley in 1993.

Mr. Bailey created "The Mill Springs Cabin" project in 1998 with the help of then principal, 
Bill Boyd, which quickly became an award winning program, and recognized by multiple historical associations.

Mr. Bailey has received numerous individual awards  for his teaching, as well as the cabin program.  Most recently:

2017 HEB Excellence in Education Lifetime Achievement Award.

2017 Daughters of the Republic "Texas History Teacher of the Year" state award.

Recipient of the Superintendant's NEISD Coin for excellence in education.