Roll
ing with the wheel

One afternoon this March, the visage of Ray Benson, founder and leader of the band Asleep at the Wheel, flickered before my eyes. Well, on my computer screen, actually, courtesy of FaceTime. It had been a rough two weeks. Plans for a 50th anniversary Asleep at the Wheel reunion show and recording session in the band’s hometown of Austin had been done in by the coronavirus. Without his trademark cowboy hat, Benson looked downright deflated.

He said as much. It wasn’t the thwarted album or the cancellation of his annual birthday party show in March. It was the stage being ripped from his soul. “I haven’t gone this long without playing in front of an audience since I was 18,” Benson moaned.

As it turned out, Benson had plenty reason to be bummed. A few days after our conversation, he was in the news, having tested positive for COVID-19. Thankfully, the 69-year-old recuperated, and a few weeks later, we talked again.

“Well, I’ve got time!” a revitalized Benson boomed through the computer screen. He’d just wrapped up an online board meeting of the nonprofit Texas Cultural Trust, but it wasn’t like he had a gig to rush off to.

In a weird way, it was telling that Benson was among the first high-profile Texans diagnosed with COVID-19. His familiar baritone sounds like Texas—just like the Western swing band he’s led for 50 years sounds like Texas.

If there’s a dance hall in the Lone Star State with a stage and a dance floor that’ll hold enough folks, Asleep at the Wheel has played it. With fiddles and steel, the Wheel has articulated an ensemble sound that links Western swing—the made-in-Texas original sound popularized by Bob Wills and His Texas Playboys in the 1930s and ’40s—with modern Western sounds.

“Asleep at the Wheel have kept Western swing vital and relevant to country music and gave it a worldwide audience,” said Rich Kienzle, a country music historian.

Asleep at the Wheel’s been playing so well for so long, it’s actually eclipsed Wills’ band in longevity. Along the way, Benson and his crew have graced thousands of stages, released more than 25 albums, won 10 Grammy Awards, and counted nearly 100 musicians among its membership.

“I wanted more Broken Spokes, more ‘Cotton Eye Joes,’ more Western swing music,” Benson said, looking back across a half-century of nurturing Western swing’s flame. “Guess what? It happened. There are a number of Western swing bands around the country now.”

Pretty good for an idea hatched by two boys from the suburbs of Philadelphia.

Benson was the focus. He did most of the talking and worked on taking care of business and building relationships offstage.

In 1975, “The Letter That Johnny Walker Read,” a Benson-O’Connell duet in the tradition of Porter Wagoner and Dolly Parton, reached No. 10 on the country singles chart and kept the Wheel on the road, playing 200 shows a year.

But by the early 1980s, as far as Nashville was concerned, Asleep at the Wheel was a band whose moment had passed. The band had won a Grammy, had a hit record with Texas Gold, and recorded five albums, but now members were having kids and buying houses. “At that point, I would have done anything else, but nobody offered me a job, and the band still had fans,” Benson said. “They’d say, ‘Don’t quit. There’s nobody else doing this.’”

Benson’s persistence paid off with another string of country hits in the late ’80s—“House of Blue Lights,” “Boogie Back to Texas,” and “Way Down Texas Way.” The 1990s were full-on Bob, as Asleep at the Wheel recorded two Wills tribute albums. In 2009, Benson’s career-long friendship with Nelson was cemented with the album Willie and the Wheel. That same year the band was hired to tour behind Ray Price, Merle Haggard, and Nelson on their Last of the Breed tour.

Over the course of its run, Asleep at the Wheel has earned the reputation as a road musician’s finishing school. If you can play with the Wheel, you can play with the best live bands out there. The band’s alumni list is getting close to 100 names long and counts well-known musicians including Jason Roberts, the fiddler who now heads the modern Texas Playboys; and Cindy Cashdollar, a renowned steel guitar and dobro player.

Turnover is routine for any large ensemble, and Benson never hesitated to demand the best of new members. Practically all living veterans from early iterations of the band made the 40th anniversary reunion in 2010. And they’ve all committed to a 50th reunion show, whenever that’s feasible.

“When we get back together, there’s such a fondness for each other, such a love, that any resentment falls away,” O’Connell said. “It’s all about perseverance, and I have to give all the credit to Ray.”

As far as the old band goes, founding member Oceans moved in 1980 to Australia, where he’s a radio broadcaster and an international pedal-steel legend. Preston returned to Vermont after a stretch as a Nashville songwriter. O’Connell moved back to Northern California, where she still performs. Garnier has been Bob Dylan’s bassist for more than 30 years. Domino remains a fixture in Austin beer joints, solo and leading his All-Star’s Western swing band.

As for Asleep at the Wheel, the band plays about 130 shows a year across Texas, Canada, and Europe. With touring stymied by the pandemic, the band staged a virtual dance online in late July. Benson has mellowed to the point of leaving business details to his son, Sam Seifert, who oversees operations at Benson’s headquarters. Seifert’s job, he said, is for “Ray to be able to play music and play golf.”

The old man has earned it. He sits on the boards of the St. David’s Foundation and Health Alliance for Austin Musicians, and speaks to university business classes about life as a small business entrepreneur. He published a book in 2015—Comin’ Right at Ya: How a Jewish Yankee Hippie Went Country, or, the Often Outrageous History of Asleep at the Wheel—and recently donated his archive to the Wittliff Collections at Texas State University.

“Ray Benson has a ridiculous work ethic, and he has something in him that people love to watch,” said Dave Sanger, the Wheel’s drummer since 1986. The secret sauce, he said, is “one part great musicianship, one part accessible yet challenging music, one part freedom to improvise and excel, and five parts Ray Benson. My mom always tells me how much joy we bring to people. Maybe that’s it.”