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Hank Thompson recorded Diffie's "Love on the Rocks", and Randy Travis put one of Diffie's songs on hold but ultimately did not record it.
Later, he moved to Wisconsin for the years he was in sixth grade through his second year of high school, and back to Oklahoma where he attended high school in the town of Velma.
That same year, Diffie was contacted by Bob Montgomery, a songwriter and record producer known for working with Buddy Holly.
Its first single, "Home", reached the top of the Billboard Hot Country Songs charts.
Diffie's father, Joe R., played guitar and banjo, and his mother sang.
Following in his mother's footsteps, Diffie began to sing at an early age, often listening to the albums in his father's record collection.
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 graduation.