Drown is named for his grandfather, R. Trevor Drown, I (born c. 1922). He received a Bachelor of Arts in Spanish from Arkansas Tech University in Russellville, his original home city. Drown served in the United States Army and is a serving member of the Special Forces, popularly called the Green Berets, Drown also served in the United States Air National Guard, and was a commissioned officer in the United States Air Force Reserve, dates of service not available. Drown's current military assignment is Master Sergeant in the 2nd Battalion, 20th Special Forces Group, Airborne (Mississippi National Guard) as a Special Forces Operations Sergeant (Military Occupational Speciality, 18Z4P) and has additional Special Forces MOS's, 18B Special Forces Weapons Sergeant and 18F Special Forces Intelligence Sergeant. In 2007, as part of Operation Enduring Freedom, Global War on Terror, Drown was deployed as part of a Special Forces A Team operating out Forward Operating Base Robinson in the Helmand Province of Afghanistan. In 2015, Master Sergeant Drown was called to active duty and deployed to Juba, South Sudan on individual special assignment. Drown returned to the United States in July 2016 and ordered off of active duty in August 2016. A small businessman, he was also formerly employed as a driver for United Parcel Service.