Womack was born in Atlanta, Georgia. One of three sons, he has an identical twin brother Chad and a brother Wesley. When he was twelve years old he moved with his family to Livingston, Texas. After high school, he attended Texas State University–San Marcos and left the college at age 19 to work in various oil fields around the country for eight years. He first appeared in the 11th season of the show in which he became the first Bachelor not to choose either of the two finalists. He appeared again in the 15th season and chose Emily Maynard. The two would eventually split and Emily would try to find love in the eighth season of The Bachelorette. Today, he co-owns several Texas bars with his brothers.