Entertainer of the Century—Willie Nelson

Whether he’s onstage, on-screen, on the road, on a crusade for family farmers, or on the IRS’s hit list, this redhead is no stranger.

When you ride shotgun with Willie Nelson around the back roads of Willie World, the self-contained universe he created for himself and his extended family in the Hill Country west of Austin, you realize what it is that makes him such an icon.

It isn’t his recording career, which spans five decades and has produced more than a hundred albums, hundreds of singles, and dozens of gold and platinum records. They include Red Headed Stranger, the gritty Old West song cycle that put him on the musical map; Stardust, his collection of pop standards, which has been on Billboard’s charts for more than 570 weeks; and Wanted: The Outlaws, the first country album to go platinum.

It isn’t his plaintive voice, which is as pure and clear as springwater and as unmistakably Texan as a singer’s could ever be, tinged with jazzy hepcat inflections.

It isn’t the soulful notes plucked from what must now be the oldest, most battered instrument in show business, in a fingerpicking style that sometimes stretches into Django Reinhardt Gypsy territory.

It isn’t his peculiar talent of putting words together in rhyme to tell a tale, as he did on “Family Bible” (the rock-solid gospel anthem that belongs in every church hymnal) and “On the Road Again” (which, thanks to Charles Kuralt, has become the official anthem of American wanderlust).

It isn’t his second career as an actor—his starring roles in films like Songwriter, his bit parts in Wag the Dog, Austin Powers: The Spy Who Shagged Me, and other recent fare, and his occasional TV appearances, notably his recurring gig as a U.S. marshal on Doctor Quin, Medicine Woman.

It’s his Willieness. It hits you while watching the old guy in black with the scraggly beard and the puppy-dog eyes undo a braid on his pigtail. He doesn’t fit the stereotype of a 66-year-old veteran of a profession that eats its young. The goofy grin he flashes conveys the vibe that he really and truly likes what he’s doing. We like it too. Raised in the heart of the state and steeped in its ways, coming up the hard way and going against the grain, he’s a Texan’s Texan. He’s seen the wilder side of life and isn’t uncomfortable in the company of thieves, a few of whom have been his friends and business associates (that’s Texas too). A little bit honky-tonk and a whole lot cosmic, he’s a cultural evangelist who knows how to lead a flock of true believers—a technique that serves him well in Vega or Vegas, whether he’s washed in the neon glow of a beer joint or basking in the klieg lights of the great performance halls of the Western world.

Through it all, ol’ Will grins away. As he tools around in his pickup truck in a state of herbal bliss, he’s locked in a zone of his own and right in sync with the master plan hatched at age eight. “I started out watching Gene Autry and Roy Rogers every Saturday on the movie screen in Hillsboro [ten miles north of Abbott, his hometown],” he says in his relaxed drawl. “I knew what I wanted to do: I wanted to be a singing cowboy, ride my horse, play my guitar, shoot my gun. So here we are.”

Willie Hugh Nelson is nothing if not consistent. Our little drive began in his Western town, Luck, Texas (“Either you’re in Luck, or you’re out of Luck”), a movie set where he

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