Daryle Singletary was born March 10, 1971 in Cairo, Georgia. His father, Roger Singletary, was a postal worker, while his mother, Anita, was a hair dresser. At an early age, he sang gospel music with his cousins and brother. Later on, in high school, he began taking vocal classes as well. In 1990, he moved to Nashville, Tennessee in pursuit of a record deal.