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  • May 1, 1988
    The original painting for the "Highwayman" album cover--depicting Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson--is stolen from an art exhibit at the Nashville Convention Center
    Feb 14, 1990
    Columbia releases the "Highwayman 2" album featuring The Highwaymen: Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson
    Mar 3, 1990
    Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson perform at the Houston Livestock Show and Rodeo at the Astrodome, kicking off their first concert tour as the Highwaymen
    Jul 4, 1990
    Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson sing "Luckenbach, Texas (Back To The Basics Of Love)" at the Fourth of July Picnic at Zilker Park in Austin. Also appearing: Shelby Lynne and Asleep At The Wheel
    Oct 10, 1990
    "I fly a starship": On the day the Discovery Space Shuttle returns to Earth, the crew's wakeup call comes with Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson's recording of "Highwayman"
    Apr 1, 1992
    The Highwaymen--Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson--tour Europe for the first time, kicking off their schedule with a show at the Typhoon Arena in Turku, Finland
    Oct 13, 2000
    The album "Highwayman"--featuring Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson--is certified platinum by the RIAA
    Oct 5, 2014
    Remembering Waylon, an auction of Waylon Jennings artifacts, takes place at the Musical Instrument Museum in Phoenix. Items up for sale include a typed note from John Lennon, a gold "Highwayman" album and Willie Nelson's braids, cut off and saved since 1983. The braids sell for $37,000
    May 27, 2016
    "American Masters--The Highwaymen: Friends Till The End" debuts on PBS. Built around 1990 footage of Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson at a Long Island concert, it includes performances of "On The Road Again," "Sunday Morning Coming Down" and "Me And Bobby McGee"

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