Fleming grew up in a working-class home. His father died while he was still in high school, leaving him with no breadwinner in the home, two younger siblings, and a disabled mother. Despite such hardships, John worked his way through college and was accepted into medical school. After his residency in Family Medicine, Dr. Fleming served as a Naval Medical Officer. After leaving the military, he set up a medical practice in Minden, Louisiana, where he lives today. In addition, he started several companies that operate commercial real estate and multi-unit franchise companies that continue to operate today.

John and Cindy have been married for 44 years. They have four grown children and five grandchildren.