
When Loretta and Oliver “Doolittle” Lynn pulled into Nashville in their 1955 Ford Fairlane in the late spring of 1960, they parked outside the Grand Ole Opry at the Ryman Auditorium and went to sleep in the front seat so Loretta could see the building the moment she woke up.
They had spent the previous three months driving across the country from Custer, Washington, after leaving their four young children, Betty Sue, Jack Benny, Clara Marie, and Ernest Ray, with family in the Pacific Northwest.
Earlier that February, Canadian lumber executive Norm Burley had funded her debut recording session at United Western Recorders in Hollywood for his fledgling label, Zero Records. With no promotional department behind her self-written single, “I’m a Honky Tonk Girl,” the couple hand-addressed more than 3,500 packages at their kitchen table and drove from town to town to hand records directly to country disc jockeys.
Along the route, they slept in radio station parking lots and lived on bologna, cheese, and crackers to save money for gas. Inside the stations, Doolittle introduced his shy twenty-eight-year-old wife while she looked down at her shoes before singing unaccompanied for the announcers.
By the time they arrived in Tennessee, those station visits had pushed “I’m a Honky Tonk Girl” onto the Billboard country chart on its way to Number 14. In Nashville, they walked into the offices of Sure-Fire Music, the publishing company run by country duo Teddy and Doyle Wilburn.
The Wilburn Brothers signed Loretta to a publishing and management agreement, helped purchase her release from Zero Records, and brought her to legendary Decca Records producer Owen Bradley. Before the year ended, she had signed a recording contract with Decca, the same label home to her vocal idol, Kitty Wells.
On October 15, 1960, wearing a homemade dress, Loretta stepped onto the stage of the Ryman Auditorium for her Grand Ole Opry debut. While new guests were normally invited for a single appearance, audience response kept her booked on the Opry for seventeen consecutive weeks, a record for an unsigned or newly emerging female singer at the venue.
After that first Opry broadcast, she and Doolittle returned directly to Washington to bring their four children back to Tennessee, settling the family in a house near Nashville before the end of 1960.
Her arrival in Nashville also brought her into the orbit of Decca star Patsy Cline. During the spring of 1961, after Cline suffered terrible injuries in a head-on car crash in Nashville, Loretta sang Cline’s current hit, “I Fall to Pieces,” on the Ernest Tubb Record Shop’s *Midnight Jamboree* broadcast as a get-well tribute.
Hearing the radio performance from her hospital room, Cline sent her husband, Charlie Dick, to bring the young singer to the hospital. That bedside meeting began a close mentorship that lasted until Cline’s death in a March 1963 plane crash.
In those early Nashville years, Cline gave Loretta clothes, makeup, and stage outfits, taught her how to handle promoter negotiations, and insisted she stop staring at the floor when addressing an audience.
At Decca’s Quonset Hut studio on Music Row, producer Owen Bradley paired her mountain vocal phrasing with the Nashville A-Team session musicians, including pianist Floyd Cramer and steel guitarist Hal Rugg. In 1962, her single “Success” gave her a Number 6 country hit and prompted the Grand Ole Opry to induct her as an official member on September 25, 1962.
Later in the decade, after partnering with the Wilburn Brothers on their syndicated television show, Lynn began recording the bold, autobiographical compositions that defined her career at Decca, starting with “You Ain’t Woman Enough (To Take My Man)” in 1966 and her first Number 1 single, “Don’t Come Home A-Drinkin’ (With Lovin’ on Your Mind),” in early 1967.
By October 1972, twelve years after she and Doolittle had slept in their 1955 Ford outside the Ryman Auditorium while peddling records out of the trunk, Loretta stood on the Nashville stage as the first woman ever named Entertainer of the Year by the Country Music Association.