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    • Jun 6, 1999
    George Strait closes his second annual stadium tour at Three Rivers Stadium in Pittsburgh, Pennsylvania, joined by The Dixie Chicks, Kenny Chesney, Jo Dee Messina, Mark Wills and Asleep At The Wheel
    Aug 10, 1999
    DreamWorks releases Asleep At The Wheel's second Bob Wills tribute album, "Ride With Bob." It features guest appearances by Reba McEntire, Willie Nelson, Merle Haggard and Lee Ann Womack, among others
    Aug 30, 1999
    Sax player Pat "Taco" Ryan is killed when he's hit by a car after dark on Admiral Boulevard in Tulsa, Oklahoma. He was a member of Asleep At The Wheel when the group recorded its Grammy-nominated 1977 album "The Wheel"
    Oct 10, 1999
    Tim McGraw rounds up Faith Hill, Ty Herndon, Asleep At The Wheel, Jo-El Sonnier, Rhett Akins and The Clark Family Experience for his annual Swampstock benefit at the Tim McGraw Sportsplex in Rayville, Louisiana
    Feb 23, 2000
    "Bob's Breakdowns" wins Best Country Instrumental Performance during the 42nd annual Grammy Awards at the Staples Center in Los Angeles for Asleep At The Wheel featuring Tommy Allsup, Floyd Domino, Larry Franklin, Vince Gill & Steve Wariner
    Apr 29, 2000
    The third George Strait stadium festival tour kicks off at Lowe's Motor Speedway in Concord, North Carolina. On the bill: Tim McGraw, Martina McBride, Kenny Chesney, Lee Ann Womack, Mark Chesnutt, Asleep At The Wheel and Billy Gilman
    Apr 30, 2000
    The third George Strait stadium festival tour becomes the first concert held at Nashville's Adelphia Coliseum. On the bill: Tim McGraw, Martina McBride, Kenny Chesney, Lee Ann Womack, Mark Chesnutt, Asleep At The Wheel and Billy Gilman
    May 3, 2000
    Billy Gilman makes a stunning national TV debut when he appears on the Academy of Country Music Awards, alongside Asleep At The Wheel. Gilman hits every note on a night when many of his adult peers do not
    Jun 11, 2000
    The third George Strait stadium festival tour comes to a close at Houston's Enron Field, with Martina McBride, Tim McGraw, Mark Chesnutt, Lee Ann Womack, Kenny Chesney and Asleep At The Wheel. The tour grossed $22 million for just 10 dates
    Jan 19, 2001
    Asleep At The Wheel, Lyle Lovett, Clint Black, Lisa Hartman Black, Hank Williams Jr., Delbert McClinton, Lee Greenwood, Kacey Musgraves, Mark Chesnutt and Travis Tritt perform at inaugural parties in Washington, D.C., for president-elect George W. Bush
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