After graduating high school, Diffie attended Cameron University in Lawton, Oklahoma. Although he initially earned credits toward medical school, he decided against a medical profession after marrying for the first time in 1977, and ultimately dropped out before …show more content…
He also divorced his first wife, Janise Parker, who left with their two children. After several months he moved to Nashville, Tennessee and got a job at Gibson Guitar Corporation. While working at Gibson, he contacted a songwriter and recorded more demos, including songs that would later be recorded by Ricky Van Shelton, Billy Dean, Alabama, and The Forester Sisters. By mid-1989, he quit working at the company in order to record demos full-time. He met his second wife, Debbie Jones, who later became his second wife. That same year, Diffie was contacted by Bob Montgomery, wanted to sign Diffie to a contract with the label, but had to put the singer on hold for a year. In the meantime, Holly Dunn released "There Goes My Heart Again", which Diffie co-wrote and sang the backing vocals. Following this song's chart success, Diffie signed with Epic in early