
The word โlegendโ gets tossed around often, but if anyone fits the definition, itโs Willie Nelson. Though venerated as a co-founder of outlaw country, his recorded output spans nearly the entire spectrum of popular song and stands as one of the greatest bodies of work in modern music history. His cultural impact stretches even further; heโs an established film and television actor and best-selling author, not to mention philanthropist and crusader for humanitarian causes. As he approaches his 85th birthday, itโs fair to ask what makes the man a legend โ and the legend a man. The verdict: Itโs as much about character as career. Maybe more.
Just after 4:20 p.m. on April 20, 2012, Willie Nelson stood on a street corner in Austin, Texas, looking mildly bemused. Squinting in the sun, he peered at a newly unveiled statue โ a larger-than-life bronze replica of himself.
As he studied that benevolent-looking visage, regarding its faithfully rendered part-Cherokee cheekbones, chest-length braids under his trademark bandanna, and even Trigger, his well-worn Martin acoustic, the irony of this honor was not lost on him. Most people will never know the peculiar experience of standing next to their own statue; usually, we raise monuments to icons posthumously. And yet, here he was, immortalized with the most reverential symbol we bestow upon our heroes, erected in homage to someone who became one of the worldโs most successful artists and elder statesmen by thumbing his nose at Nashvilleโs music establishment, and the establishment in general.
Noting the time โ a number particularly relevant to cannabis fans โ he debuted a song from his then-upcoming album, Heroes, titled โRoll Me Upโ (a.k.a. โRoll Me Up And Smoke Me When I Dieโ). The winking acknowledgement of his favorite indulgence at such an event somehow perfectly conveyed why heโs a bona-fide, no-last-name-needed legend. His role in establishing outlaw country bronzes his place in music history, but his low-key, good-natured attitude and unwillingness to take himself too seriously endear him even to people who donโt care about his music. His peace activism and support of family farms, animal rescue, marijuana legalization, LGBTQ rights and environmental causes cement the deal.
The statue partly commemorates Willieโs role in helping Austin become โthe live music capital of the world.โ It sits at Willie Nelson Boulevard and Lavaca Street in front of Austin City Limits Live at the Moody Theater, a venue he helped build โ not only with dollars (his nephew, Freddy Fletcher, conceived the place), but as the artist whose pilot appearance helped sell Austin City Limits, a little public-television show that eventually established Austinโs musical credibility worldwide and is now nearly as iconic as he is.
But no matter where Willie goes, seemingly everybody loves this well-weathered 84-year-old, whoโs regarded more as a kindhearted, joke-telling stoner granddad than a threat to any status quo โ musical, political or otherwise (despite his 5th-degree black belt in the martial art Gongkwon Yusul). Thatโs fine by him; the status quo, he knows, will catch up eventually.
Like Ray Charles, one of his heroes, Willie revels in defying expectations. His career finally flourished once he started breaking the rules and doing what he damned well pleased, including writing concept albums; playing a guitar on life-support, with an oddly attached macramรฉ strap; forsaking his suited-up, short-haired mainstream-country look for jeans and waist-length braids; promoting biodiesel; and openly endorsing weed long before any state legalized it.
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โWillie goes out on a limb all the time musically. And thatโs a good place. Thereโs not many people out there,โ says Buddy Cannon, who writes with Willie and has produced most of his albums since 2008. โEverything that early Nashville thought was wrong with Willieโs way of singing and playing was what I loved.โ
Cannon is referring to Willieโs intricate, Django Reinhardt-influenced guitar-playing and warm, slightly nasal voice, informed by western swing and employed in a unique, jazz-inflected, behind-the-beat style most singers would never associate with country.
Asleep at the Wheelโs Ray Benson, who moved his band to Austin at Willieโs suggestion, says of his friend, โHeโs not a schooled musician, but his music turns out to be very complicated โ more complicated than one would imagine. He has an innate musical ability; he doesnโt read or write music or know about theory, but his ear and his heart and his hands โฆ heโs just totally natural.โ
Once Willie gained artistic control over his work in the early 1970s, he stretched genre confines, then broke them altogether, recording pop classics, collaborating with top jazz and blues artists and even dabbling with reggae, rap and opera stars. Heโs sung with Luciano Pavarotti, Julio Iglesias, B.B. King, Wynton Marsalis, Diana Krall, Norah Jones, Snoop Dogg, Kid Rock and even Frank Sinatra, one of his major influences.
Thereโs really no one left on his wish list, if he ever had one.
โOh, Iโd love to sing or play with everybody,โ he says, adding, โIโve been lucky to be able to record and sing with just about anybody I ever thought of. Even Barbra Streisand and I, we have a record together. It hasnโt come out, but we have one we cut that I thought was pretty good.โ
For some reason, Streisand left their duet off her album. But justice prevailed. โWe beat her for the Grammy,โ Cannon says. โWe thought that was kind of funny.โ
That 2017 Best Traditional Pop Vocal Album Grammy, Willieโs eighth, was for Summertime: Willie Nelson Sings Gershwin, his latest dive into the Great American Songbook. His first was 1978โs Stardust โ another Grammy winner (for โGeorgia On My Mindโ). Itโs ensconced in the Grammy Hall of Fame along with his 1975 classic, Red Headed Stranger, and 1976โs Wanted: The Outlaws, with Waylon Jennings, Tompall Glaser and Jessi Colter, which became countryโs first million-selling album. His singles โAlways On My Mindโ and โOn The Road Againโ are also Grammy Hall of Famers, joining Patsy Clineโs cover of โCrazyโ and Faron Youngโs โHello Wallsโ (all unofficial entries in that songbook). Heโs also received Presidentโs Merit and Lifetime Achievement Grammys, and was among four inaugural Grammy Legend Award winners.
Summertime was conceived after another honor: the Library of Congressโ 2015 Gershwin Prize for Popular Song. Heโs the first country artist to earn it.
โI was fortunate enough to be introduced to all kinds of music growing up, from โStardustโ to Hank Williams,โ Willie explains while relaxing in his bus during his Fourth of July Picnic, an event heโs hosted almost annually since 1973. โI got a Gershwin award, so I figured it was only fair that I do a Gershwin album. I really ripped off Sinatra; I went to the Internet and found everything on there that Sinatra had done for Gershwin and I said, โIโd like to do it exactly that way.โ
Laughing, he adds, โI sent all that to my producer and I said, โGood luck.โโ
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Cannon, luckily, knows how to handle whatever Willie sends. They first worked together on a George Jones album track; after that, whenever Cannonโs requests filtered to Willie, he always agreed.
โWillie is always willing to come around if somebody asks,โ Cannon says. โI donโt know if he ever has said no. Heโs always been so generous with his gift.โ After Cannon asked Willie to join Kenny Chesney on the pop nugget, โThat Lucky Old Sun (Just Rolls Around Heaven All Day),โ he sent Willie his mix.
โI was on vacation down in Florida,โ Cannon narrates. โMy cell phone rang, and it was a blocked number. I answered and he said, โHey Buddy, itโs Willie.โ My hands were a little shaky. He said, โHey man, I just got this rough mix. I love this. This is the best Iโve ever heard this song recorded.โ And he said, โLetโs find some songs and go in and make a record.โ
โI called Kenny and told him what happened, and he said, โI want to help!โ So Kenny and I ended up co-producing that next Willie album [Moment Of Forever], and we had a blast. It was so much fun. From that point on, I had his phone number.โ
Eventually, Willie called again, asking, โWhy donโt you get some pickers together and come down to my studio for three or four days and see what happens?โ
Cannon recalls, โI handpicked some guys that I knew would have as much respect and excitement about doing that as I did. And we went down to Willieโs studio.โ
They cut 26 songs at Pedernales. The first batch became Heroes; the rest became Willie And The Boys: Willieโs Stash, Vol. 2, featuring Lukas and his younger brother, Micah โ Willieโs sons with his fourth wife, Annie. That was his second 2017 release; his first, Godโs Problem Child, came out on April 28, a day before his 84th birthday.
Addressing mortality with humor (โStill Not Deadโ) and gravity (Gary Nicholsonโs Merle Haggard ode โHe Wonโt Ever Be Goneโ), it also includes Leon Russellโs final vocal session on the title track. The album hit Billboardโs Top Country Albums chart at No. 1 โ a spot Willie has held 17 times, according to the magazine. He also holds the chartโs record for top 10s, with 50.
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Willieโs longtime publicist, Elaine Schock, says no one knows exactly how many studio albums heโs done. Some sources report 72 โ plus 32 collaborations, 12 live albums, 37 compilations and well over 200 guest spots. And heโs always adding more. Before the holidays, he and Cannon worked on an album of new songs for possible spring release.
Benson, who produced Willie And The Wheel, their Grammy-nominated western-swing collaboration, just recorded Willie with ukulele wizard Jake Shimabukuro, and got Willie and George Strait together. Unbelievably, the two Texans had never collaborated.
โThe point is to always try to point Willie in a cool direction,โ Benson says.
Apparently, heโs good at it, though Willie admits, โI just play it by ear. If it sounds good and feels good, do it.โ

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That may extend beyond performing, though his outlaw ways and hard-living days are behind him. Pot busts might not be, but even that threat is subsiding as legalization spreads.
โI didnโt really think it would happen in my lifetime,โ he says of the changing laws, which have allowed him to establish his premium Willieโs Reserve brand. โI always thought that it would one day, but itโs happening faster than I thought.โ
Unlike his Old Whiskey River bourbon, he actually uses Willieโs Reserve; he gave up alcohol and cigarettes some time ago.
โIโm glad he quit drinking, because he wasnโt the easiest person to get along with when he was drunk, to be honest, and he knows it,โ Benson says. โAlthough there were also times when he was drunk when he did the most brilliant shit I ever saw.โ
Willie can still outsmoke Snoop Dogg and slaughter at poker; he still golfs and rides horses, too โ when heโs not busy rescuing them, or stumping for family farmers, even three decades after founding Farm Aid with Neil Young and John Mellencamp.
โWe thought that if we did one, that all the smart people up there in Washington would say โHey, these guys have an idea here. We should follow up on it.โ No. Thatโs not in their agenda,โ he says. โA lot of the big corporations, they could care less what happens to the small family farmer, and thatโs unfortunate. Weโve been fightinโ โem for 40 years, and weโll fight โem another 40. Theyโre not gonna change, but weโre not, either.โ
Willie is obviously tenacious; heโs also generous. One reason he famously got into such hot water with the IRS was because he couldnโt wrangle enough cash to pay a proposed settlement; heโd spent it supporting friends and relatives. But his loyalty is unshakable: Willie isnโt surrounded by bodyguards; heโs got friends and family, including his sister, pianist Bobbie, and the other lifer members of his Family band and crew. His daughters Paula and Amy are performers, too.
During the 25 weeks a year when heโs not on the road, Willie splits his time between Maui, Hawaii, and Luck Ranch, his spread in Spicewood, 45 minutes from Austin.
After the IRS seized his ranch in 1990, Benson asked how he was doing. โHe went, โOh, Iโm fine,โโ Benson reports. โHe says, โLook, I got a goddamned Rolex and a Mercedes Benz; I can walk into any fuckinโ honky-tonk I want and walk out with cash in my pocket. Iโm a little embarrassed for my family that they gotta listen to it.โ Thatโs Willie, and thatโs, I think, one of the great lessons I learned from Willie: Donโt sweat it.โ
When Benson was young and broke, Willie offered free recording time, and sometimes cash, or hired him to open shows.
โI wouldnโt be here as Ray Benson or Asleep at the Wheel without Willie Nelson. Period,โ he swears. โLuckily for the world, Willie thinks about himself third. He thinks about the world first.โ Both volunteer immediately for any post-disaster fundraiser; the amount theyโve tallied over the years is likely incalculable.
Says Lukas, โThe folks who go down in history as being the most respected and well loved are the ones who have been able to find a way to take their gifts and give them. And Dad is one of those people.โ
Benson offers another observation. โThe man is comfortable in being himself in every situation,โ he says. โThatโs the other thing I learned from Willie: Itโs a happy man who wakes up and does what he thinks is right and good and that he wants to do every day.โ
Willie doesnโt dwell on past hardships; he has what matters, including Trigger, which he saved from both the IRS and a fire that engulfed his Nashville home. The one tragedy heโll never get over is his son Billyโs suicide. But he doesnโt dwell on that, either.
โI really do, more or less, live one day at a time,โ he says. โThat way, I donโt have to worry about tomorrow, or yesterday, or a while ago, or after a while. Iโm just right now. Thatโs the only thing I can do anything about.โ
That Zen attitude may have helped to jumpstart his career after he left Nashville for Austin in the early โ70s โ and found his shows drawing both rock- and folk-loving longhairs and country-craving โrednecks.โ Together, they forged what writer, record-label executive and former Austinite Bill Bentley labeled โa marriage made in hippie-hillbilly heaven.โ
The music Willie and pals Waylon Jennings, Kris Kristofferson, Jerry Jeff Walker, Billy Joe Shaver and others were playing for those audiences โ an amalgamation of countryโs traditions, folkโs expressiveness, rockโs convention-flouting attitude, some gospel and blues, and Texasโ dancehall- and honky-tonk liveliness (not to mention its fiercely independent, frontier ethos, which predisposed fans to accept renegade artists) โ became known as outlaw country.
But Willie often gets credit for fusing hippies and honky-tonkers into one groovinโ gang of cosmic cowboys because the glue set at those Fourth of July Picnics.
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Perhaps paradoxically for someone whose career exploded once he started ignoring rules, Willie has one he doesnโt break: He wonโt spout opinions while performing.
โI donโt do politics onstage because I just assume I have all kinds of people out there,โ he explains. โNot only Democrats and Republicans, but Baptists and Methodists. I donโt want to do anything or sing anything that would be derogatory about any of those folks, โcause Iโm glad theyโre there. And politics shouldnโt be in there. I think they came to see and hear music; I donโt think theyโve come to hear me tell โem how to vote.โ
Offstage, heโs not shy about expressing his views.
โAsk me what I think and Iโll tell you,โ he says. Heโs also fond of weaving his opinions into humorous songs. But even when he takes sly pokes at close-minded attitudes, such as his Valentineโs Day cover of โCowboys Are Frequently Secretly Fond Of Each Otherโ โ which tweaked homophobic critics of the groundbreaking 2006 film Brokeback Mountain โ heโs never suffered major boycotts. (He did avert one by apologizing to police officers after playing a fundraiser for Leonard Peltier, the Native American activist then charged with killing two FBI agents).
โHeโs always written about things that people can relate to in a very clever and very simple way,โ says Lukas. โLike any great poet, heโs taken simplicity and injected it with complexity and truth … his art speaks to every single human being on the planet, if theyโre in touch with their feelings.โ
In 2007, the University of Texasโ Project on Conflict Resolution gave Willie its inaugural Bridging Divides Award, for showing the world that art can โadvanc[e] peace and understanding among diverse audiences.โ
Says Cannon, โIf there were more people like him in the world, the world would be a lot more gentle.โ
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Willie claims doesnโt co-write easily, but Cannon is an exception. They co-authored seven tracks on Godโs Problem Child.
โWeโre workinโ on one now called โBad Breath Is Better Than No Breath At All,โโ Willie cracks, adding, โI was gonna put โhalitosisโ in there, but I couldnโt spell it.โ
As Willie describes their process, it sounds easy.
โI start with an idea and heโll add a verse or a melody and the next thing you know, weโve got a song,โ he says.
When they began collaborating, Willie just started texting, Cannon says. โI would just pick it up wherever he dropped off and add to it. Weโve written probably 30 songs that way and weโve never sat in a room with a guitar anywhere. Everything weโve written has been over text-messaging.โ
They rough out a melody, then Cannon cuts a music track, they enter the studio and Willie sings.
โHe always changes everything, melodically, when he gets it โ it doesnโt matter if itโs Hank Williams or whatever,โ Cannon says. โHe puts his own twist to it. The melody is not written until Willieโs in there behind the microphone singing it.
โThatโs the way itโs been working for us, and he loves it and I love it,โ Cannon says. โItโs an unorthodox way of doinโ things, but neither one of us have ever been accused of being normal.โ
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Speaking of requests, Willie doesnโt turn them down for autographs, either; after his shows, he used to sign anything he was handed, even just-removed socks, for as long as it took.
โI like people and I like hanginโ out with folks,โ he says. โIโll hang out until I run out of air. Iโll sign autographs until I canโt anymore because thatโs what I think Iโm supposed to do.โ
That might also apply to his support of young artists, from Los Lonely Boys to Jamey Johnson and new Interscope signee Lily Meola, all of whom graced Farm Aid bills before anyone knew their names.
โHe always understood the value of hard work and persistence,โ says Lukas, whoโs also inspired by traits his dad and sometime-boss, Neil Young, share: โIntegrity in their work and their artistry, not bowing down to trends or whatโs selling, and just staying true to who they are.โ
Lukas could do without fans who get too emotionally invested, however. Appreciation for his dadโs work, he understands. โBut considering him a god or something other than just a human being,โ he warns, โis a mistake.โ
No, heโs just a mortal, trying to work as long as he can. Though Willieโs voice doesnโt always sound as strong as it once did live, his studio work is as rich as ever, and his gnarled hands still coax gorgeous, silvery textures from his miraculous Trigger. And as long as people want to listen, heโs happy to keep going โ regardless of how the business changes around him.
โGood music will always be here,โ Willie says. โPeople are always gonna demand good music. And theyโll drive a long way to go see it and hear it and buy it. But the people decide whatโs good.โย
For over half a century, theyโve decided Willie is good. At this point, he says, thereโs nothing he really needs to achieve.
โI feel like Iโve been treated fairly. More than fair,โ Willie says, just before lighting up a Washington state strain of Willieโs Reserve. โI want to do a good show tonight, and thatโs about it.โ
Later, he ambles onstage and sings, โWhiskey River,โ just as heโs done thousands of times before โ and with luck, will do for thousands more.
