Waylon Jennings Is Not Done Adding to His Legacy Just Yet

Every genre of music shows respect to their elders and the artists that came before. It just happens to be that in country music, that respect is taken to another level. Since country music is like a continuum with the intent to preserve the musical traditions of the past, paying respects to previous greats and preserving the legacy of performers takes on a greater level of importance. Another reason for this insistence from country music is that good country music never goes out of style.
In many respects, the passing of a country artist is not where their career and legacy ends. It’s just the beginning. Near the end of their career and especially after their death is when the real work starts to understand, encapsulate, and preserve an artist’s contributions, and beat back the corrosive sands of time that work to erode the legacy and memories of everything in the past tense.
In some respects, the legacy of Waylon Jennings is one that has needed a bit more effort to preserve since he died relatively young (64), and never had the opportunity to take a victory lap or have a “Golden Era” in his career. He went from relevant, to pushed aside by the “Class of ’89” artists, to in the grave. His fellow Highwaymen (Willie Nelson, Johnny Cash, Kris Kristofferson) all had the opportunity to enjoy a victory lap.
That said, Waylon was never one for making a big stink about his “legacy.” He passed on his own Hall of Fame induction. Instead of a garish headstone at his grave in Mesa, Arizona, it sits flush with the ground, and was dedicated in a private ceremony. But that doesn’t mean we shouldn’t be vigilant to make sure Waylon’s memory doesn’t go by the wayside.
In many respects, working to preserve the legacy of Waylon Jennings is a lot easier than with some other artists. It’s aided by the fact that he was such a badass. His legacy and all of his contributions during the Outlaw era make for such intriguing stories to tell. He played for Buddy Holly, and was supposed to be on the fateful plane that inspired “The Day The Music Died.” Waylon stood up for all the other artists in country music, and their creative freedom. He had a #1 with “Are You Sure Hank Done It This Way?”
And besides, the Flyin’ ‘W’ looks great on a T-shirt or trucker hat.
On Sunday, June 16th, Shooter Jennings posted the following note on social media.
So today, on Father’s Day, on the day after his birthday (and Nate Haessly’s birthday as well), I want to take a moment to make a very special announcement:
I’m in possession of [a] treasure trove of previously unheard full band Waylon Jennings multi-track recordings from the 70’s and early 80’s and I have begun preparing the material to be mixed right here at Snake Mountain on this beautiful 1976 Demedio Custom API console. These are not demos. These are not unfinished, but, they will take some time to explore, prepare and mix … but you’ve got something to look forward to:
There will be new, classic Waylon Jennings music in 2025 … Stay tuned …
FYI, “Snake Mountain” is Sunset Sound Studio 3 in Los Angeles that Shooter currently leases, and Nate Haessly is a Los Angeles-based engineer that often works at the studio.
This certainly gives Waylon Jennings fans something to look forward to, and will help keep Waylon’s name alive in conversations. Of course, you always have to take into consideration whenever talking about unreleased recordings that there might be a reason they never saw the light of day when the artist was living. But you never know what treasures might lurk in the archives that for whatever reason never were released.
It also is heartening to hear that the music is complete. You always run into a bit of a moral dilemma when you have others completing an artist’s previous work, hoping it would be something they would approve of if they were still alive.
– – – – – – – –
On the same day that Shooter made the announcement (and the day after Waylon’s birthday), I was in Waylon’s hometown of Littlefield in West Texas. I stayed at the free Waylon Jennings RV park (yes, it’s really free). The previous year I stayed there and wrote an article about the experience that ended up going viral for weeks. Folks can’t get enough of Waylon Jennings. We saw that when Shooter made his announcement and it went viral on social media.
I was worried, though, that the secret was out about the Waylon Jennings Free RV Park, and it would be packed for the indefinite future. Last year when I stayed there, I took the final spot. But this year, strangely, I was only one of two RVs in the park.
The next morning I went by the Waymore’s liquor store right down the road, owned and operated by Waylon’s brother and last surviving sibling, James. It also includes a little Waylon Jennings museum, which at this point passes for the one place where you can go and see the legacy of Waylon Jennings preserved in physical form, aside from perhaps his grave in Mesa.
James opened Waymore’s about 15 years ago, converting it from a gas station into a liquor store. The biggest artifacts are one of Waylon’s first guitars along with a photo of him holding it, and a Manuel coat owned by Johnny Cash. There are also lots of cool pictures, and if you catch James when he’s behind the cash register, he will talk your ear off about Waylon, which he did when I was there.
We also talked about Charley Crockett’s recent visit to Waymore’s that is featured in the video for his recent song “Solitary Road.” Charley had left an autographed photo and “thank you” note behind.
One of the frustrating parts about trying to preserve the legacy of Waylon Jennings is a lot of the biggest artifacts from his estate were sold in an auction in 2014, creating sort of a diaspora of his physical legacy. The auction went to benefit a children’s hospital, so it’s hard to criticize Waylon’s widow Jessi Colter who probably just wanted rid of the stuff. Some of the items ended up in the right place, like the 1959 Ariel Cyclone motorcycle that Buddy Holly bought for Waylon. It’s now in the Buddy Holly Museum in Lubbock.
In 2012, Shooter Jennings and the estate made a renewed push to preserve Waylon’s legacy, including launching an official merch line after years of bootleg merch being the only thing out there. There was also talk about a biopic in the works, similar to Johnny Cash’s Walk The Line. That hasn’t materialized yet, but that’s often what happens with these biopics. One of the remarkable things about the George & Tammy series from late 2022 is that it even came about at all. Often these film projects don’t get out of the planning phase.
Merle Haggard was supposed to have a couple of biopic films in the works as well. One had the rights acquired by Amazon in 2020, but since then there have been no updates. Merle’s also supposed to have 300-400 unreleased recordings sitting in an archive. When we will get to hear some or all of them remains to be seen.
At one point, there was supposed to be a Merle Haggard Museum in Nashville on the same property as the Johnny Cash Museum. But the idea was ultimately scrapped, and they opened a restaurant in the space instead. Though some love to complain about how “hip” it is to wear Cash T-shirts even if you’re not a fan, nobody will ever claim that Cash’s legacy is going unpreserved.
Sturgill Simpson once told me that Merle told him that he dreaded what would happen after he died, and that they’d cut open his chest and turn it into a gift shop. You can’t take it for granted that the estates of country legends don’t want to overly commercialize their legacies, and would rather let the music speak for itself. This is one of the reasons some estates may be cautious of going big with legacy preservation. Going big is what resulted in the gaudy headstone for George Jones, and his museum/restaurant going belly up.
It was Conan O’Brien who once said, “Eventually, all our graves go unattended.” It’s a sad, but strikingly true statement. Even Johnny Cash’s “House of Cash” went abandoned, and made for the creey setting for his iconic “Hurt” video.
It’s unlikely Waylon Jennings would have wanted a palatial museum in his honor, or for his legacy to be foisted onto any kind of pedestal. In 1984, he did show off many of the artifacts that were in his private collection in a display in the upstairs of the wax museum that used to be on Music Row in Nashville. But that was meant to be a temporary, one-off exhibition.
Waylon probably would just want the music to speak for itself. Lucky for him and the rest of us, it still does. Even more lucky for us, there is even more music we’ve never heard before in the offing. Hopefully, it will add to his legacy yet again.
June 18, 2024 @ 11:41 am
Well done. Waylon’s window was even smaller because the 80s productions took something away from his voice. So you really only have the 5 or 6 albums from the 70s. But those 5 or 6 albums might be the best country music ever made. That voice was one of a kind.
June 18, 2024 @ 12:00 pm
I could not agree more with this sentiment. Every time I listen to a Waylon recording from the Chips Moman era. I cringe at the electric piano and other dated instrumental flourishes that really detract from what is otherwise a pretty solid performance. Also, it really strikes me that Waylon really started to chase the Hank Williams Jr. hype. Still, those ‘70s albums are more than enough to cement an amazing legacy
June 18, 2024 @ 3:40 pm
I on the other hand, am a big admirer of Chips Moman. Just toured American Sound Studio east in Memphis, last time I was there, in fact because it was one of Momans musical ventures. I enjoy all the Waylon and Willie Chips was involved with. Even 80s. But don’t get me wrong, 70s era was grand. And hey he was rocking that phaser in the 70s, which is a must!
June 19, 2024 @ 1:41 pm
“…..5 or 6 albums might be the best country music ever made.”
This right here. That says it all.
June 19, 2024 @ 5:29 pm
I agree on the 80s productions, but I really enjoy his 60s recordings, pre-Outlaw.
June 18, 2024 @ 11:45 am
Great news.,., til we find it was all done with A.I
June 18, 2024 @ 1:57 pm
Shooter’s made it very clear on twitter and other platforms that he’s firmly anti-Ai, so I wouldn’t count on that.
https://x.com/shooterjennings/status/1802526778797461504
June 18, 2024 @ 2:44 pm
This was my first thought too. I know Shooter produces a lot of other albums so I’d hope he is true to his word. But I can see AI opening the door to other estates using that tech to release more music of other dead artists.
June 18, 2024 @ 7:07 pm
This is one of the reasons we need AI labeling in music, and now.
I have no doubt these Waylon tracks will be legit. There’s really no reason for Shooter to lie. But now any time people see a story like this, they’re going to assume it’s AI until it’s proven otherwise. This is going to create chaos in music on top of the chaos AI is already causing.
June 18, 2024 @ 7:14 pm
I read countless online comments PRAISING the Randy Travis AI music. People I know personally also praised it. Is it much different from the 90’s when rap artists sampled a popular rock song and rapped over it? From what I’ve seen I believe the public as a whole is largely ok with AI music as long as it sounds like “real country.”
June 18, 2024 @ 7:47 pm
I don’t care if people like AI or not. Label it. That’s all I’m saying. Otherwise as we see here, everyone is just going to assume that everything is AI all the time.
June 18, 2024 @ 10:08 pm
I agree. I fear that if they are forced to label music with AI that they would be able to get away with detailing it as a vocal credit and that it would difficult for normies to tell. That’s my guess. It’s already hard to determine who played on a given track without the physical copy and liner notes. .
June 18, 2024 @ 7:17 pm
Look at Hollywood, they rarely can make money off true art projects and are only selling movies to feed peoples’ desire for nostalgia. Everything is a remake of a popular franchise from when I was a kid. AI music being the norm isn’t that much of a stretch.
June 19, 2024 @ 6:03 pm
Trigger, I was hoping you might write something regarding UMG’s teaming with SoundLab that was covered in this article:
https://ultimateclassicrock.com/singers-offered-ai-voice-cloning-by-worlds-biggest-record-label/
For me it signals the end of true creativity. Interested in your perspective.
June 19, 2024 @ 7:20 pm
I’m hoping to have a big thing on AI here soon. Honestly, my worries is that what happening in music pales in comparison to the existential threats AI poses to organic life while we listlessly careen into our own doom.
June 18, 2024 @ 12:21 pm
Waylon is my all-time favorite artist. Some of my earliest memories are listening to Waylon 8-tracks in my grandfather’s truck. Memories like that are burned into the brain, to last forever.
I was stoked to see Shooter’s post yesterday, here’s hoping there is some great stuff in there.
June 18, 2024 @ 12:41 pm
Waylon kept making some very good albums up until the mid ’90s, when he was on independent labels, but he was apparently frustrated that they did not get heard much. It’s hard to say why Johnny Cash has had a whole second life as a mythical bad-ass Paul Bunyon figure of “history,” and Waylon has never had that resurgence. It seems like every few years, Shooter makes some announcement of a major project–a muti-artist trbute, a new release–that will put Waylon back on the map, but nothing usually comes of it.
I’ll be surprised if this turns out any different.
June 18, 2024 @ 1:45 pm
I regret that more didn’t come out of his collaboration with the Old 97’s. When I heard those couple tracks my first thought was “This should have been his ‘American Recordings’ era.”
June 19, 2024 @ 8:11 am
Agreed on the collab. Speaking of Old 97’s – they released a new album in April. Hard to believe O97’s are nostalgic now too.
June 18, 2024 @ 2:39 pm
Anything by Waylon at any time will be better than 90% of the stuff coming out today, or yesterday, or tomorrow.
As for your comment on Johnny Cash, I have several thoughts but but I will not state them here. They would not be welcomed by many and no need to take the comment section away from the article’s purpose.
I will say this. Waylon was, and is, the ultimate “outlaw” in country music. Most of the rest that have worn that hat were pretending.
June 18, 2024 @ 6:54 pm
I would like to hear your always in-depth thoughts.
June 18, 2024 @ 6:57 pm
Easy.
Johnny Cash always had a larger social presence than Waylon. His work with Rubin wasn’t straight country and was marketed to more groups. Waylon’s 90s albums remained country and weren’t doused with melodramatic marketing like Cash’s American Recordings.
Cash’s Old Testament badass image sold better than Waylon’s aging and often bitter persona.
June 18, 2024 @ 9:06 pm
Waylon – like Cash – definitely had a major slump in quality by the time you hit the 1980s. I think the big issue with Waylon is that – unlike Cash – his persona didn’t exactly age well. A man in his 50s and 60s bragging about his lovin’ and leaving’ ways doesn’t work all that well. By the mid-80s, Waylon was either “Dukes of Hazzard guy” or the first part of a phrase that ended with “and Willie.” His bitterness at being passed over by younger acts also didn’t help.
June 19, 2024 @ 7:20 am
@JCS–In defense of Waylon, there was a lot less “bragging” as he got older, and the self-refrences tended to be more contemplative, self-deprecating, or humorous “Don’t You Think This Outlaw Bit…” to “Too Dumb…/Too Ugly…” to “Which Way Do I Go (Now That I’m Gone)” to “I’ve Got Heartaches Older Than You.”
More than Cash and Willie–and this will surprise people–Waylon kept writing new songs in his 50s and they were somewhat revealing about where he was.
June 18, 2024 @ 1:54 pm
I have always appreciated Waylon. However, I’ve always loved Haggard. I’m excited to hear unreleased material. However, I wish we could get a few random complete live albums. Those full-length Johnny Cash prison albums that were released are fantastic. The music and banter are just fun to listen to. I’m sure Waylon or Merle have a few fantastic shows out there that need to be heard.
June 18, 2024 @ 3:01 pm
Curious about anyone’s opinion of the Waylon autobiography….
I have really enjoyed some biographies of Haggard, Hank Sr and George Jones lately but am leery of the self-written ones.
June 18, 2024 @ 3:49 pm
Waylon’s autobiography is excellent, and I highly recommend it! It’s one of those autobiographies where the author’s voice really comes through. Willie’s is good but I felt like he was avoiding some topics. I thought the recent George Jones biography was much better than his autobiography.
June 18, 2024 @ 6:05 pm
Jones’s autobiography, “I’ve Lived to Tell It All,” presented Jones as a paranoid, seriously mentally ill, nasty man with few, if any, qualitiies and not even much engagement in his own recordings. I thought he should have sued himself for libel, for the way he was portrayed.
(Or maybe he should have sued Tom Carter, the guy who actually wrote the turgid tome. I wondered if Jones even read it.)
June 19, 2024 @ 8:59 am
Ha – my wife’s been working on my tactfulness, so I was trying to be tactful about Jones’ autobiography… I totally agree with you!
If you haven’t read it, I think “In the Country of Country,” by “New Yorker” writer Nicholas Dawidoff (ironically from Connecticut) is the best book ever written about country music/bluegrass, maybe because he’s an “outsider” to Southern culture.
Anyway, he has a great chapter on George Jones, how tortured he was, how his wife Nancy saved him, let’s just say his disengagement with his music and lack of mental firepower, and yet ultimately you end up feeling very compassionate towards the Possum. Great, great book!
June 18, 2024 @ 7:09 pm
I take the Waylon autobiography as the definitive Waylon Jennings biography. It’s definitely worth the read. Willie’s autobiography is also the best book on his life, in my opinion.
June 18, 2024 @ 3:50 pm
Trigger, a very, very well put together Waylon and other artists article.
As for ‘bullbythehorns’ asking, the Waylon Biography is excellent, couldn’t be better, more so if you are a Waylon fan.
June 18, 2024 @ 3:56 pm
Wonderful news for Waylon fans. It’s great to see his legacy will live with new material. And the Merle Haggard note about having 300-400 songs in the vault – wow – and quite expected from such a long career. So many artists with long careers have a vault – I have heard that MCA has quite a vault on Loretta Lynn but there’s never been a murmur from the label about releasing anything. And every artist should be so lucky to have someone respectfully handling their legacy and music like Shooter Jennings appears to be doing.
June 18, 2024 @ 4:50 pm
Waylon became a bitter person, who got caught up his own hype…. and his music suffered, as with Hank Williams Jr. They were both legends but sang to much about themselves… I worked in country radio when they were big and did not like having to play their over hyped music. Don’ t think a new/old recording will matter except those who got trapped by their over hyped ego’s .
June 18, 2024 @ 5:41 pm
Ernest, consider me trapped.
June 18, 2024 @ 6:58 pm
Waylon certainly didn’t handle commercial decline well and alienated Tompall and Willie.
But his music is gold.
June 18, 2024 @ 10:31 pm
I went down a Wikipedia rabbit hole on this and did not know Waylon recorded a cover of Rhiannon. He put out some off the wall stuff.
June 18, 2024 @ 6:31 pm
Nonsense story about finding a “treasure trove” of unreleased music. We have to be more discerning about this kind of stuff. This will be AI-created music sold as real Waylon Jennings songs. I made the same comment in response to this Facebook post on Father’s Day.
I saw another commenter mentioned that Shooter is “firmly anti-AI”…. What would you expect him to (preemptively) say when he stands to profit off of fooling people into buying this?!
I’m sorry to be so harsh, but we should be able to see through this bullshit.
June 18, 2024 @ 6:47 pm
Thanks for chiming in Frank. Clearly you have it all figured out.
June 18, 2024 @ 10:22 pm
I don’t have high hopes for the quality of the music. What artist has had an album worth of unrealeased songs that matched the quality of their other most recent albums? The only exception that I can think of is The Sky is Crying album from Stevie Ray Vaughan that was released 14 months after he passed. That album has some of my favorite SRV cuts. Hopefully I’m wrong…I’d like to hear more good 70’s Waylon. I don’t believe the Waylon releases will be AI. I can’t imagine Jessi Colter or Shooter being willing to stoop that low.
June 19, 2024 @ 8:17 am
What makes you think there aren’t loads of songs and albums sitting unreleased somewhere? According to his children, Merle Haggard has thousands of recorded songs sitting somewhere that no one has heard and I believe them but I’m sure you’d say it’s AI. Idiot comment guy
June 19, 2024 @ 9:08 am
I’ve read that Willie has around 6000 recorded and unreleased songs sitting in his archive, or in other words, enough new music for a new Willie album every year for the next 500 years…
June 18, 2024 @ 6:54 pm
Hey Trigger, I’m sure you also saw that Whitey Morgan finally finished recording songs for a new album…with Shooter as the producer. Looking forward to the that.
June 18, 2024 @ 7:39 pm
Pick it Moon!
June 18, 2024 @ 8:43 pm
Kind of random but mentioning hag in this story about Waylon I wonder if you have any insight on their relationship. I’ve heard the poker game story but I’ve always wondered if it went deeper than that. Waylon recorded “bottle let me down” after the fact so he obviously appreciated Merle’s talents. Just wondering if there’s more to the story than a bad poker game.
June 19, 2024 @ 5:47 am
Waylon didn’t handle other people’s success eclipsing his well.
June 19, 2024 @ 6:12 am
Looking forward to this. I’m sure Shooter will ensure this is handled in a way Waylon would have approved, and will sound great. I enjoyed the Waylon and the 357s album he put out a few years back where Shooter and his band added music to old Waylon vocal tracks. This will likely be more remastering and updating since the tracks are complete. Hope it doesn’t take too long.
June 19, 2024 @ 9:08 am
Fully agree. AI would be a complete lie and would be a stain on the Jennings family, when found out. If Shooter says it’s legit, then it’s legit. Shooter has a decent reputation as does his mother. I for one would love to hear this. I don’t expect it’s gonna be first round top shelf Waylon, more likely filler stuff from the past, but there could be a diamond in there somewhere. I’m interested.
June 19, 2024 @ 9:17 am
Really looking forward to some new stuff, just wish they would re-release ‘White Mansions’ by Waylon a great historic album of the civil war.
James Jennings is a gem and worth visiting if you are a fan. It’s a long way from no where and not glitzy but when you go and drive there you get to go back in time to the time he was starting out!. I love that stuff!
Lubbock is still a great place to meet and talk with old timers about that place and time of Waylon, Buddy and the Crickets and so many others, you just need to spark up a conversation and go to the right places and its a treasure trove of nostalgia.
Great article Trigger
And don’t forget about the great movie, ‘McIntosh and TJ’ Roy Rogers last movie , mostly shot in West Texas around Guthrie, and mostly shot at the 6666 Ranch. Really nice movie from 1975, good hearted and soundtrack by Waylon, nothing fancy , but totally fit the vibe of the movie!
June 19, 2024 @ 10:42 am
This is probably true that the songs are cuts from previous albums. However, you have to remember albums were shorter then and had to fit to the length limitations of a vinyl album. It was probably much harder to make the song choice cutdown back then, unlike the 30 song mega albums of today.
There might be a few gems.
June 19, 2024 @ 10:44 am
Sorry. This reply was meant to respond to the comment below. Not sure why it landed here.
June 19, 2024 @ 10:03 am
Although it is always interesting to hear unreleased music from an artist that has gone on to Hillbilly Heaven, my expectations are very low. Great songs are extremely hard to come by. If they were truly exceptional those songs would have been released back in the day. There is always a chance for a rare gem to surface but in most cases unreleased songs are less than first rate. Consider that they did not even qualify to be included as album tracks when first recorded. Recent issues of unreleased Johnny Cash studio recordings bear out my contention.
If there are indeed a significant number of unreleased Merle Haggard recordings their vintage would be important. In his later years age had taken a severe toll on Haggard’s voice. As much as I like Haggard, recordings from that era of his career can be hard to listen to. Unreleased recordings from his MCA tenure would exist only if Haggard had personal copies as the 2008 Universal vault fire would have reduced them to ashes. Same would be true for all unreleased Loretta Lynn Decca/MCA recordings.
June 19, 2024 @ 2:35 pm
Agreed.
If the shelved Cash albums were released in the 80s, they would have been lumped in with his disappointing decade.
Now, Merle reportedly squirreled away albums and songs to provide for his family. Those tunes likely have a better chance of greatness than a shelved album.
June 19, 2024 @ 12:57 pm
Oh wow. I didn’t know that Waylon was “bitter” about other artists, or that he didn’t handle the successes of his friends very well. I don’t know Waylon history. I take it he was jealous of almost anyone?
As far as the AI idea – ahhh, ok. It could happen.
June 19, 2024 @ 2:32 pm
He spent most of the 90s, cutting down the decade’s most popular singers except Travis Tritt. (Tritt was a big fan.) Luckyoldsun has covered the topic in past comment sections.
I love Waylon’s work but the man was ornery.
June 19, 2024 @ 2:42 pm
No County Knight, he was ‘Lonesome, Ornery and Mean’ ( insert smiley face!)
June 19, 2024 @ 6:14 pm
Unreleased music is usually unreleased for a reason. Case in point, anything the reunited 3/5ths of Guns N’ Roses has reworked and released from Axl’s leftovers folder from his version of the band. Complete garbage (and I thought the one album he released as Guns was a huge turd, the leftovers are a mountain of steaming turds). I have high hopes for this Waylon stuff. There has to be at least one solid album in there. Time will tell.
June 19, 2024 @ 8:15 pm
I’m just glad that they are able to be saved, or else Shooter wouldn’t have posted I figured. I was reading recently in article about Prince’s archive, and how he neglected a properly store alot of it and how it’s a mess. You get that 2 inch tape from that era and it’ll get sticky shed, and you’ll be lucky if you can bake it to be able to digitize whatever is on there anymore. As an archivist myself, too often people bring us stuff when it’s way too late…
July 1, 2024 @ 6:16 am
I’ve always said. “If Waylon was starting out today, he would dominate the scene now as he did in the 70’s” His music is far better that 98% of the trash on the airwaves now. I guess we are about to find out. How cool it would be to see a #1 23 years after his passing!!