I just looked over my half dozen different Country playlists, and I really don’t have sad country songs, besides Caroline, on any them.
Probably because I don’t care for songs about neglected or abused children or the death of a child or a dog, which is why I don’t listen to songs like Concrete Angel or Old Shep.
I do have a short song called Sam by Sturgil Simpson on a playlist, which is about a man missing his favorite dog, but it’s not a very sad song.
A tear jerker, and a true story, written by Guthrie, and covered by Dolly:)
https://www.youtube.com/watch?v=oDfqXkYWzZM
My step-father usually had his car radio tuned to a country station and he was fond of this sad trucker song, which is more of a sad story than a song:
Cool classical group from Brazil I think, homemade instruments too.
Unsure about trucking songs although my name might suggest otherwise 
My grandfather enjoyed playing this song when I was growing up.
I grew up with all of those:) And I was a truck driver lol.
Happy 90th Birthday, Mr. Nelson.
Ya’ll know I like to keep going in different directions every night.
I have my hard nights and everything in between. Here we go.
The man is dead, RIP, but his music lives on.
Follow up. Maybe, probably far more important of a song…
Lastly, just got to say…
Oh I can say, Heaven isn’t too far away…
Jani had a nice voice. One of the better hair bands.
Another voice from the era I loved.
https://www.youtube.com/watch?v=6j7E7pvLxmI
Godspeed for a troubadour.
https://www.youtube.com/watch?v=vS6F1JNJL0A
Nik Kershaw did this first, but I love Danny’s version.
Btw, I like putting music genre labels on some of my posts so that I can sometimes do a check before accidentally reposting something.
Today, I’ve been working on a lot of different playlists, including a few Neo-Psychedelic ones.
Black Sabbath’s Planet Caravan, which was also covered by Pantera, makes for a great Neo-Psychedelic cover by Moon Duo:
Deep New Americana:
Steve Winwood and Co. covering Ike and Tina Turner.
