“Highwayman” takes Single Record of the Year honors for Willie Nelson, Waylon Jennings, Johnny Cash, Kris Kristofferson and producer Chips Moman in the 21st Academy of Country Music awards, telecast by NBC from Knott’s Berry Farm in Buena Park, California.
On March 3, 1990, Willie Nelson, Waylon Jennings, 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
1. Highwayman
2. The Last Cowboy Song
3. Jim, I Wore A Tie Today
4. Big River
5. Committed To Parkview
6. Desperados Waiting For A Train
7. Deportee (Plane Wreck At Los Gatos)
8. Welfare Line
9. Against The Wind
10. The Twentieth Century Is Almost Over
On August 17, 1985, the album “Highwayman” moves to the top of the Billboard chart, with Willie Nelson, Waylon Jennings, Johnny Cash and Kris Kristofferson.
"My name is Haylee and this weekend my mom and I found this picture of Willie and Waylon on wood in a thrift store in Oklahoma. I've been trying to research it and find out who the artist is and can't find any info. I was wondering if you knew what this drawing was from or even who drew it. Thanks in advance for any info!"
Waylon Jennings, Jessi Colter, Johnny Cash, June Carter Cash, Willie Nelson, Annie Nelson, Kris Kristofferson, Lisa Meyers Kristofferson
– “Cash: An Autobiography
by Johnny Cash
Listening to Waylon Jennings and Willie Nelson come back in after the key change in ‘Good Hearted Woman’ is sure to send a shiver up your spine every time. Song No. 10 on the Top 100 Country Songs list is perhaps the greatest duet of all time. Strong arguments could be made for one of Jennings’ solo hits like ‘I’m a Ramblin’ Man,’ but not much of an argument can be made against this hit from 1975.
Jennings released a solo version of ‘Good Hearted Woman’ initially, but it was the duet with Nelson that peaked at No. 1. The song won the CMA for Single of the Year in 1976 and was even a minor pop hit. They’d perform this song many times together over the years, including the wonderful star-studded performance in this video.