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Apr 23, 1999
Charlie Daniels' Volunteer Jam boasts Montgomery Gentry, Molly Hatchet and surprises Billy Ray Cyrus, Rhett Akins, Lee Roy Parnell and Garth Brooks, who joins Daniels on "Drinkin' My Baby Goodbye" at Nashville's First American Music Center
Apr 24, 1999
Jessica Andrews makes her Grand Ole Opry debut
May 1, 1999
Bill Anderson is the father of the bride, giving daughter Terri Anderson's hand to Grant Whitman in Nashville. Dad still appears the same night on the Grand Ole Opry, where he laughs at the cost of the wedding before singing "Po' Folks"
May 12, 1999
George Jones pleads guilty to a pair of alcohol-related charges that led to a near-fatal accident in March. "I've had a lifelong struggle with alcohol," he says publicly. "The struggle never ends, and I will get treatment to help me cope better"
May 15, 1999
Keifer Thompson marries Shawna McIlwain in Nashville. The couple ultimately becomes country duo Thompson Square
May 20, 1999
An autopsy reveals Tammy Wynette died from heart failure, caused by repeated blood clots. Doctors are unable to determine if drugs were a factor in her death
May 21, 1999
Little Big Town gives its first public performance during the Grand Ole Opry
May 28, 1999
Brad Paisley performs "Who Needs Pictures" as he makes his Grand Ole Opry debut
Jun 1, 1999
Kix Brooks, of Brooks & Dunn, begins a trip from Nashville to New Orleans--on a jet ski! The trip, dubbed the Charity Churn and Burn, takes him along the Tennessee and Mississippi Rivers, raising money for St. Jude Children's Research Hospital
Jun 3, 1999
Jerry Reed has quadruple bypass surgery at Nashville's Baptist Hospital
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