Jason Harris attended the Air Force Academy, planning to be an attorney. Instead, after meeting original Tuskegee Airmen, he became interested in flying. He participated in the glider program, as well as free-fall skydiving five times.

After graduation he attended Undergaduate Pilot training and then flew the C-130, flying four combat deployments in the Middle East. After his C-130 assignment, he flew special operators in Cessna Caravans on classified missions, often landing on unimproved surfaces, at night using night vision goggles. He flew seven combat deployments in the Caravan.

Then he became an Instructor in the Military Training Department at the Air Force Academy and also an instructor pilot in the powered flight program. After two years he separated from the Air Force and joined the Reserves, serving as a T-1 instructor pilot at Laughlin Air Force Base. He now works at NORAD as a Joint Planning Logistics Officer.

After separating from the Air Force, Jason was hired by a legacy airline, where he currently flies international flights. In addition, he is now a member of the National Speakers Association and is a sought-after motivational speaker.