
In the early 1990s, Marty Stuart stood at the height of his Hillbilly Rock fame in a black leather jacket, living through late-night parties, heavy drinking, and the aftermath of his five-year first marriage to Johnny Cash’s youngest daughter, Cindy Cash, which ended in 1988.
Long before his commercial breakthrough, an eleven-year-old Stuart had worn a new yellow shirt to the 1970 Choctaw Indian Fair in Philadelphia, Mississippi, hoping to catch the eye of headliner Connie Smith. On the drive home that day, he told his mother, Hilda, that he was going to marry the country singer someday.
More than two decades later, a stalled recording contract brought the two back into the same room. After Smith’s third marriage ended in 1990 and her five children grew up, Warner Bros. Records executive Jim Ed Norman approached her about making a comeback album. Because she had not scored a Top 10 country hit since 1976, Music Row publishers were reluctant to pitch her their strongest material, and two early studio attempts failed to blend her traditional voice with 1990s radio production.
Sitting alone at home one evening after a phone call with one of her daughters, Smith decided that if she was going to return to the studio, she needed a producer who respected her history while understanding contemporary country music. Seventeen years older than Stuart and past fifty, she also figured a younger producer would keep the working relationship strictly professional.
When they talked backstage at the Grand Ole Opry in 1993, Smith admitted that her Warner Bros. project was faltering for lack of songs. Stuart asked why she didn’t write them herself, picked up a phone to call legendary songwriter Harlan Howard, and met with her three days later to co-write How Long, the opening track for her return album.
At the end of their first writing session at her house, the two hugged at the door. When Smith teased him by calling him her kid, Stuart looked at her and replied that he was not.
As the sessions continued, they wrote more than forty songs together over the next two years, nine of which anchored her self-titled 1998 album on Warner Bros. Even when label executives suggested a commercial duets project, Stuart backed Smith’s decision to cut a pure solo country record on her own terms.
When Stuart began pursuing her outside the studio, his mother, Hilda, gave him a firm warning. She told him that Connie was a true treasure and that he had no business stepping into her life until he was ready to leave his wild habits behind and live like a decent man.
Having survived childhood poverty and three divorces, Smith had vowed never to marry again. Still, during more than three years of courtship and songwriting, she never lectured the younger musician or tried to strip away his stage persona. Instead, she met his restlessness with steady faith, home-cooked meals, and patience while Stuart walked away from the all-night drinking on his own.
On July 8, 1997, the two married on the Pine Ridge Indian Reservation in South Dakota. More than a quarter-century later, Stuart has remained sober, devoting his offstage life to preserving country music history and producing Smith’s later albums, including Long Line of Heartaches in 2011 and The Cry of the Heart in 2021.
Whenever Smith steps up to the Grand Ole Opry microphone, the man who once wore a yellow shirt to a Mississippi fairground still steps back into the shadows to watch her sing.