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    • Mar 17, 1998
    Billy Ray Cyrus sings the national anthem as demonstrators rally at the Kentucky capitol building in Frankfort to push for a bill that would unionize state workers
    Oct 9, 1998
    A Kentucky judge rules in John Michael Montgomery's favor, saying he did not need consent to use images of his father in the video to "I Miss You A Little." Montgomery's mother filed the suit
    Oct 22, 1998
    Ricky Skaggs wins a pair of trophies at the ninth annual International Bluegrass Music Association awards at the Kentucky Center for the Arts in Louisville
    Nov 24, 1998
    Ashland, Kentucky, proclaims Billy Ray Cyrus Day, presenting the singer with a key to the city. Additionally, a section of Kentucky Route 693 in nearby Flatwoods is renamed Billy Ray Cyrus Boulevard
    Feb 13, 1999
    John Michael and Crystal Montgomery have a son, Walker Carl Montgomery, at Central Baptist Hospital in Lexington, Kentucky
    May 1, 1999
    John Michael Montgomery attends the 125th running of the Kentucky Derby at Louisville's Churchill Downs, where he meets vice president Al Gore. The winning horse is Charismatic
    Sep 1, 1999
    Chad Brock gets married in Bowling Green, Kentucky, to Marleda Upton, who delivered his unforwarded mail to him after she moved into his former apartment, spurring his hit "Yes!"
    Nov 20, 1999
    Patty Loveless rides the Santa Train from Pikeville, Kentucky, to Kingsport, Tennessee, helping distribute 15 tons of Christmas gifts to people in three states
    Jan 25, 2000
    Evelyn Etherington Conlee, mother of the Grand Ole Opry's John Conlee, dies at St. Joseph Hospital East in Lexington, Kentucky
    Feb 28, 2000
    Pee Wee King suffers a heart attack in Louisville. The Country Music Hall of Famer dies eight days later
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