
When 57-year-old Conway Twitty sent “Crazy in Love” to Number 2 on the Billboard country charts in the autumn of 1990, the woman who helped him produce the record had started out as a secretary inside his Hendersonville, Tennessee, office complex.
Dolores “Dee” Henry, who married the singer in 1987 at age 36, shared official production credit on all ten tracks of his 1990 MCA album *Crazy in Love* alongside Twitty and label head Jimmy Bowen.
Before their marriage, Henry worked inside Conway Twitty Enterprises on the grounds of Twitty City, the nine-acre entertainment compound Twitty opened in Hendersonville in 1982. Built to bring listeners closer to his daily life, the property included a colonial mansion, tour offices, gift shops, a show pavilion, and separate houses for his mother, Velma, and his four adult children: Michael, Kathy, Joni Lee, and Jimmy.
After 28 years of an on-and-off marriage strained by his relentless touring schedule, Twitty and his second wife, Temple “Mickey” Medley, divorced for the final time in 1984. Having managed the paperwork and daily operations inside the compound’s offices, Henry already knew the business pressures and long stretches of highway travel that came with keeping the Twitty City payroll running.
When the two married in 1987, members of his road band, the Twitty Birds, noticed an immediate shift in their boss. Twitty trimmed his hair, updated his wardrobe, and returned to Nashville’s Emerald Sound and Sound Stage Studios between July and November 1989 with Henry beside him at the console.
Even as younger acts like Garth Brooks, Clint Black, and Alan Jackson began dominating country radio in 1990, Twitty’s rendition of the Randy McCormick and Even Stevens ballad “Crazy in Love,” first cut by Kim Carnes in 1988, became a Top 2 hit. The follow-up single, “I Couldn’t See You Leavin’,” also reached the Top 3, pushing the album to a Gold certification for 500,000 copies sold.
In interviews and conversations with Nashville peers, Twitty credited his marriage to Henry for the energy in those vocal takes. Back home in Hendersonville, the couple opened sections of his private colonial mansion to fan tours in 1991 and hosted the compound’s annual winter Christmas light displays while he kept up a heavy concert calendar across the country.
That six-year chapter ended on June 4, 1993, when Twitty grew ill while performing at the Jim Stafford Theatre in Branson, Missouri. After collapsing on his tour bus following the show, he was rushed into surgery at Cox South Hospital in nearby Springfield, where he died of an abdominal aortic aneurysm early the next morning at age 59.
While Twitty was buried in a red granite vault at Sumner Memorial Gardens in Gallatin, Tennessee, under his birth name, Harold L. Jenkins, an oversight in his paperwork soon divided the family compound he had built.
Twitty had never updated his last will and testament after marrying Henry in 1987, leaving a document that named only his four children as heirs. Under Tennessee probate law, however, a surviving spouse was entitled to claim an elective one-third share of the entire estate.
When Henry and Twitty’s four adult children could not agree on the appraised dollar value of the Hendersonville property and personal assets, the dispute went before a Tennessee probate court. Because the estate lacked the liquid cash to pay out the widow’s statutory share while keeping the compound intact, the court ordered a public liquidation.
In May and June 1994, auctioneers sold off Twitty’s stage clothes, gold records, vehicles, household furniture, and the Twitty City real estate itself, which was purchased by the Trinity Broadcasting Network. After years of legal proceedings, the four children retained the rights to their father’s name, image, and music catalog, while the brick houses inside the Hendersonville gates were vacated and Henry stepped back into private life with the recordings they had made together in 1989.