Mr. Montgomery graduated from Abernathy High School in Abernathy, Texas in 1969. He earned his bachelor's degree in agriculture education at Tarleton State University in Stephenville, Texas in 1973. He began his teaching career in Granada, Colorado followed by Henrietta, Texas and Eastland, Texas. He was employed by Anderson Grain in Abernathy for three years. During this time he earned his Masters Degree in Educational Leadership at Texas Tech University. Prior to coming to Byers, he served as a high school and middle school Principal for New Deal ISD and Superintendent for Bryson ISD. He married Shelley Seibert in 1974 and they have three daughters, Von, Julie, and Jill.