Many musical acts have come and gone over the years, but only a chosen few rise to the honor of being name-checked by a random blog on the Internet as the greatest of all time. We made it halfway through my Top Twenty list on Wednesday, so it’s time to finish off this feature, and this era of regular posting, with the best of the best. I present to you my Top Ten favorite musical artists of all-time.
#10: Garth Brooks
Which is worth more: Your legacy, or your principles? Brooks is a fascinating case study in this area, as his steadfast insistence on making people consume/buy his music through albums has caused his memory to fade a bit in comparison to his peers (as I mentioned in my “Rodeo Man” review: “George Strait and Alan Jackson are forever name-dropped in modern country songs, but how many times have you heard anyone mention Brooks?”). Further complicating this matter is the way Brooks was labeled as “the guy killing country music” back in the 90s thanks to his habit of fusing together elements of different genres in his songs (a label that gets more laughable every year, as genre-fusing has become the rule rather than exception).
It’s a shame, because all of these discussions obscure just how darn good an artist Brooks was in his heyday: He could sing any song you put in front of him and sing it well, and while the production might run the gamut from country to pop to rock to blues to old-school Western swing, he had this incredible everyman charisma that allowed him to sell his work to his audience no matter what it was. As antiquated as his album-only approach feels today, he wasn’t completely off-base with it: His albums tended to be pretty strong from start to finish, and more than just his radio singles deserved to be heard! He wasn’t afraid to tackle complicated or darker subjects, and even lightweight party songs would become singalongs or anthems in his hands.
Garth Brooks didn’t kill country music. He just killed the memory of Garth Brooks, and it’s a darn shame.
Need To Hear: Assuming you’ve already heard the big ones like “Friends In Low Places” and “Ain’t Goin’ Down (‘Til the Sun Comes Up),” I’ll make a pitch for “Much Too Young (To Feel This Damn Old),” “The River,” and “Two Piña Coladas.”
#9: Grandpa Jones
My old friends still give me grief about how I declared Jones to be “hardcore” back in high school, but I stand by that statement today: If you distilled country music down to its rawest essence, I argue it would sound a lot like Jones’s simple, straightforward, banjo-dominated offerings.
I discovered Jones through an old record of my dad’s (and let’s be honest, a song like “Old Towzer” is irresistible to a kid), and fell in love with his unique vocal style and clawhammer banjo technique. His songs didn’t tend to be anything too deep (though there were exceptions, like “Dark As A Dungeon”), but there was an earnestness and an infectious joy to his performances that couldn’t help but make you smile. (Being firmly planted on the bluegrass side of country music meant that the arrangement pieces got a lot of room to show off as well, a part of music that I’ve always enjoyed but has been mostly excised in the streaming era.)
Jones might be remembered today as the comic relief from Hee Haw, but that doesn’t mean he wasn’t a great artist and musician in his own right.
Need To Hear: You have to hear “Old Towzer” at least once before you die, but I’d also recommend “Dark As A Dungeon,” “Night Train To Memphis,” “When All The Jones’ Get Together,” and “Daylight Savings Time.”
#8: Midland
Yeah, you probably knew these three were on this list somewhere. I first stumbled across them when a radio station in Texas played “Drinkin’ Problem” a few days before its official release date, and was impressed with their retro musical stylings and their solid vocal and harmony work. Their subject matter has trended towards the mainstream over time (lots of drinking and partying) as they tried to find a balance between their style and the mainstream meta, but they’ve managed to maintain their identity as a throwback band that dares to reach back beyond the neotraditional era that everyone (including me) gravitates towards.
I’m sure this is true for a lot of artists, but the magic of Midland often lies in their album cuts (On The Rocks may be my favorite album of the last ten years, so maybe Brooks was onto something after all?). Mark Wystrach is a excellent, emotive vocalist, but I’ve really enjoyed hearing Jess Carson and Cameron Duddy’s turns behind the mic as well, and the group’s vocal chemistry is absolutely fantastic. When they’re freed from the restrictions of the radio, they can talk more about life on the road, wax philosophically about life in general, and even bring back some long-forgotten tropes like trucking songs. They may have missed their window for superstardom when the genre head-faked towards traditional sounds in the mid-2010s and then pivoted hard back to the Metropolitan era, but they seem to be at their best when they have more creative autonomy, so perhaps getting shuffled off the radio might bring about their best work yet.
Need To Hear: “Drinkin’ Problem” and “Burn Out” are great, but for deep cuts, check out “Out Of Sight,” “Nothin’ New Under The Neon,” “Every Song’s A Drinkin’ Song,” and “Life Ain’t Fair.”
#7: Dierks Bentley
Another statement I’ve taken flak for is calling Bentley and Eric Church the heirs to country music’s Outlaw movement, but I stand by this assessment too: A fair bit of Bentley’s early work centered on the hard, rambling lifestyle of a music man and how this dynamic weighed on his life and relationships. I’m a big fan of his road-warrior era, but much like Rhett, Bentley has evolved over the years, and while he conceded a lot to the mainstream meta in the 2010s, he always managed to do a credible job on any song he delivered (even if, as I mentioned in my review of “Black,” having him cover some topics was “like using a shovel to eat cereal”). One consistent thread, however, was his appreciation for bluegrass music: He tended to include one such song on most of his albums, and even recorded an entire bluegrass back in 2010.
I don’t know if I’d call his voice anything super special, but his ability to deliver songs ranging from “Come A Little Closer” to “Living” to even “Drunk On A Plane” spoke to both his charisma and his vocal talent, and helped him survive a rough era in the genre that claimed the careers of many of his contemporaries. Here’s hoping he’s still got a few days left on the road before he calls it a career.
(…What do you mean, ‘what about the Hot Country Knights?’ That was Doug Douglason, not Bentley. They’re two very different people.)
Need To Hear: “What Was I Thinkin'” will always be my favorite, but take some time to hear “My Last Name,” “Settle For A Slowdown,” and “Living.”
#6: Alan Jackson
There’s really not much more I can say about one of the most revered artists in country music history, but I’ll try to do so anyway.
I think one of Jackson’s more underrated talents was his ability to take a cover song and really make it his own while also staying faithful to the original source material. (His Under The Influence album was absolutely fantastic, and he took Jim Ed Brown and Don Williams into the Top Ten decades after their original release—heck, “It Must Be Love” went to #1!). Not only could he sing your songs better than you could, he could take your signature shtick and simply do it better: Think “Where Were You (When the World Stopped Turning)” vs. Toby Keith’s “Courtesy Of The Red, White And Blue (The Angry American)”, or “It’s Five O’Clock Somewhere” vs. Kenny Chesney’s entire discography.
With his easy, effortless delivery, a boatload of aw-shucks charm, strong songwriting chops, and several massive hits that will be inscribed on the next golden record NASA sends into space, Jackson’s inclusion on this list is as predictable as it is inarguable. The only question left is how he ended up outside the Top Five.
Need To Hear: “Midnight In Montgomery,” She’s Got The Rhythm (And I Got The Blues),” “Don’t Rock The Jukebox,” “Chasin’ That Neon Rainbow,” “The Older I Get”
#5: Southern Rail
…I’m sorry, who?
Let me explain: Southern Rail is a bluegrass band founded by Jim Muller and Sharon Horovitch over forty years ago, and they’ve been a staple of the New England bluegrass scene for as long as I can remember. I first stumbled across the group in the late 2000s while scouring iTunes for a copy of a song my former bandmate was fond of playing, and they remain the only member of this list that I’ve ever seen perform live. (Live shows are generally too loud and chaotic for me, and I’ve actually passed up chances to see the top three acts on this list because of this.) I fell in love with their excellent vocal harmonies, superb instrumentals, and the great sense of humor they display during their shows. As a regional group, they tend to do a lot of covers of popular songs, but they’ve also got some great original tracks that stand shoulder-to-shoulder with the mainstream hits.
Their work can be hard to find at times (no joke, I once paid $50 for an out-of-print CD of theirs—it’s a long story), but it’s absolutely worth seeking out and hearing. This is bluegrass music at its finest.
Need To Hear: “Carolina Lightning,” “I Didn’t Ask,” “Friend Of Steel,” “Headin’ West,” “A Common Prayer”
#4: Dwight Yoakam
Yoakam’s secret to success was that there simply wasn’t anyone else like him on the radio. He was this weird combination of novelty and familiarity: There was the unique voice, the iconic guitar tones and technique of Pete Anderson, the raw, unpolished fiddles, and even Yoakam’s style choices (tight clothing, cowboy hat pulled so low that you never saw his eyes, etc.), but there was also the revival of the Bakersfield sound of Merle Haggard and Buck Owens, and the unheard-of volume of cover songs that he included as both radio singles and album cuts (his first two albums included tracks from Johnny Horton, Johnny Cash, Lefty Frizzell, Stonewall Jackson, and Elvis Presley, not to mention the zillions of artists who have done “Heartaches By The Number”).
It was an unorthodox combination of ideas, but it worked, drawing in audiences with his raw charisma, catchy sounds, and writing that would leave an impact regardless if it was a tragic romantic ballad or an ode to his Kentucky roots. It was the kind of music that even the non-country fans I knew could appreciate, and while he wasn’t technically a neotraditional artist, he made some of the best music of the neotraditional era.
Need To Hear: “A Thousand Miles From Nowhere,” “It Won’t Hurt,” and the entire If There Was A Way album.
#3: Brad Paisley
Despite what I just said about Yoakam, for many years when people told me that didn’t like or listen to country music, my response was “Let me tell you about this Paisley character…”
The best way that I could describe Paisley is that if you got yourself a mad scientist’s lab and tried to assemble the perfect country music singer, the result would have looked a lot like this. Paisley had it all: He had a great voice with solid range (especially in his upper register), a strong songwriting ability that could put a new spin on an old topic or come up with a new idea entirely, an abundance of humor and wit, and so much charisma that you couldn’t help but like the guy and engage with his stories…and oh yeah, he also happens to be the greatest guitarist in the history of history (his ear for overall production is also underrated).
I sometimes like to mention what I call the Rickey Henderson test: Henderson was a prolific base-stealer, and and when he got to first base, he inevitably stole second even though everyone in the building knew exactly what he was going to do. Thus, the test is “Can you find success even when the whole world knows what you’re doing and where you’re trying to go?” In Paisley’s case, the answer was usually yes: Songs like “I’m Gonna Miss Her (The Fishin’ Song)” telegraphed their intentions from the start, and early albums followed a fairly-strict formula (always an instrumental, always a gospel song, etc.), and yet his works were excellent and well-regarded thanks to their unique perspective and flawless execution.
Paisley wasn’t perfect, of course, and his ideas sometimes blew up spectacularly in his face (“Accidental Racist,” anyone?), but I’ll at least give him credit for having the confidence to try new things and tackle subjects and ideas that other artists wouldn’t touch with a ten-foot pole (seriously, who would dare put out an album of mostly instrumentals these days?). He was an excellent artist with broad appeal, and I’ll always regard him as one of the best to ever step onto the stage.
Need To Hear: “Whiskey Lullaby,” “Celebrity,” “He Didn’t Have To Be,” “I’m Gonna Miss Her (The Fishing Song),” “Last Time For Everything”
#2: Clint Black
The #1 spot on this list was etched in stone a million years ago, but #2 has been a battle for some time, especially as Paisley’s stature grew in the 2000s and early 2010s while Black had mostly disappeared from the music scene. Was it time for the silver medal to change hands?
For most people, this would be an easy decision: Black was a member of the fabled Class of ’89 along with Jackson and Brooks, but his star had long since faded in comparison. For me, however, Black’s work was a revelation when I discovered it back in the day: His ability to turn a phrase was unmatched among his peers, and as someone who tends to prioritize writing when judging songs, his songs always gave me a lot to ponder over. The sound was fairly standard for its time and I wouldn’t call his voice super unique, but his harmonica work helped him stand out a little musically, and he could deliver a tender ballad, philosophize on a random topic, or even put some attitude behind his delivery will equal aplomb. It was mostly his feats of prose that caught my attention (“Tuckered Out” will always be a personal favorite—how the heck did he fit so many artist names in there and still craft a song that wasn’t complete nonsense?).
I tend to look more favorably on an artist’s early-career work, but it’s Black’s mid-career work that stands out most in my mind (I’d stack No Time To Kill, One Emotion, and Nothin’ But The Taillights up against anyone in the business), and when I look for an album to revisit, I still seem to favor Black’s work by a slight hair over Paisley’s. He’s unofficially been #2 in my mind for this long, so we might as well make it official today.
Need To Hear: The Time Trilogy (“Killin’ Time,” “No Time To Kill,” “Spend My Time”), “Nobody’s Home,” “Life Gets Away,” “Nothin’ But The Taillights”
#1: Randy Travis
The Book of Kyle states that Brad Paisley is the greatest guitar player of all-time, and that Clint Black is the greatest songwriter of all-time.
Randy Travis is the greatest. Period. Full stop. End of story.
I’ve already talked at length about my Travis fandom, so I’ll just give you the CliffsNotes version this time around: His production always fit both the mood and the era and never got in the way of the writing, the stories were interesting, engaging, and always worth hearing, and Travis not only has the greatest voice that you will ever hear in your life, but it was incredibly expressive and emotive, and really let the listener feel the emotions of the narrator. From Randy Ray to the Influence era, the man was the best to ever step behind the microphone, and the day I die, he had better be the only artist they play on the jukebox.
Need To Hear: All the songs! But if you’re pressed for time, my Fine Fifteen list from The Musical Divide is a great place to start.
So that’s my story, and I’m sticking to it, at least for now. The music never stops, however, and I’m curious to see who rises up from the radio in the future and makes their case for a spot on this list. I suppose only time who tell.
…Speaking of which, I can hear the orchestra starting to play me off, so I guess that’s my time, folks. Thanks for coming out to the Korner for all these years—you’ve been a wonderful audience. For the time being you can find me aiming umbrellas at people on YouTube, but something tells me I’ll still have a few things to post here from time to time. For now, however, I hope we’ll meet again somewhere down the line, and I wish you all well in your future endeavors.
This is Kyle, signing off.