After beginning his career in law enforcement, he decided to pursue his law degree at Texas Tech University. Jesse worked as an Assistant District Attorney in the 83rd Judicial District for a year before exploring private practice. He was elected Pecos County Attorney in 2000. He served eight years before being elected as the 83rd District Attorney, covering Pecos, Brewster, Presidio, and Jeff Davis counties. Jesse returned to private practice in 2013. He currently serves on the Pecos County Memorial Hospital Board of Managers. Jesse also served on the State Bar District 15D1 Grievance Committee, the Texas District and County Attorneys Association Board of Directors, the Texas Border Prosecution Unit, and the Fort Stockton Recreation Board. On Friday nights in the fall, he may be found anywhere from Alpine to Odessa, officiating high school football.