Bobby Joe Holman has been to music’s proverbial mountaintop, and he believes he found its peak in South Dakota
By Bernie Hunhoff
BOBBY JOE HOLMAN’S face is weathered and whiskered. But it’s a fresh face to the Black Hills music scene and, as Muddy Waters would sing, Holman has his mojo working.
The country/blues artist has been entertaining audiences across the USA for most of his 76 years. He arrived in Rapid City in 2021 to be closer to his wife’s family. After playing in America’s bigger cities, some may wonder how he likes the small mountain towns of the Black Hills. Attend one of his gigs and you’ll hear the answer in every song.
“My heart and soul are happy,” says the Santa Claus look-alike who sometimes plays five or six nights a week in various venues throughout the Hills. “The body is giving out, but the mind is hanging together and I am at peace.”
Yes, that’s how Holman speaks — his sentences sound like verses to a Willie Nelson song, and these days the title could be “Lovin’ Life in South Dakota.”

Holman was born in the west Texas town of Seminole. He spent much of his childhood in southern California, where he strummed his first guitar. He was serving in the Navy, aboard a submarine during the Vietnam War, when he began a lifelong love affair with the harmonica.
“I love the harmonica because it never sounds the same,” he says. “It almost plays itself. I start a tone and one note leads to another, it’s not all that structured stuff.” He started out with the diatonic harmonica, but soon grew to also love the chromatic, which has a wide range of notes.
After his military service, he studied music in Mississippi and became a successful blues singer, playing in Nashville and on Bourbon Street in New Orleans. He signed with Monument Records and found work in both radio and television.
He co-hosted a show called Across the Pond that featured U.S. and European jazz. Holman also became a successful author of “how to play” texts for the harmonica and taught the instrument at public schools, colleges, music stores and prisons. But commercial pursuits often interrupted his original love for a simple song.
“I’ve had a little bit of success,” Holman says of his career. “But the business end can suck you up. They’re always saying, ‘you should do this’ or ‘you have to do that.’ Now I don’t have to do anything but play the songs I love for people who want to hear them.”
Holman and his wife, Janet, came to Rapid City to live near Janet’s daughter, Genae, and her family. Genae’s husband is Bobby Sundby, a well-known local realtor and businessman. The two Bobbys became good friends, and soon they teamed up as a duo known, naturally, as The Bobbys.
“I needed a name I could remember,” Holman says with a laugh.
Bobby Sundby is well-versed in the Black Hills music scene. His brother, Johnny, is a notable photographer who plays music with a country-rock group called The Lonely Rangers. Their late father, John, was a popular Rapid City businessman and pilot who sang for decades with the Shrine of Democracy Chorus, a barbershop group.
“Our family has always been involved in music,” he says. “Our dad probably never said the word ‘gig,’ but he would love what we we’re doing and the way the music connects with people.”
Sundby says Holman is “one of the most upbeat, positive, encouraging and supportive human beings I’ve ever met. He’s opened up a new world to me, by encouraging me to play the guitar and sing. I started out playing drums at Augustana College. I love that I don’t have to haul the drums around anymore, but more importantly, it’s wonderful to grow as a musician.”
Sundby introduced Holman to the Black Hills. “When he married my mother-in-law, I heard about him playing in California. I didn’t know then how accomplished he was. The first time I heard him sing, we were hanging out as a family in the kitchen when someone asked him to play the guitar.
“I happened to be playing gigs with Wild Bill Days in Deadwood, so I invited him to join in and he was great. He has a comfort level and a gift for gab that the audience loves, and as a musician he has a rare quality. He likes to play a song a little different each time, and that makes it more fun and interesting for the musicians and the crowd. If he makes a mistake in front of people he’ll just laugh, and they like him all the more.”

Sundby says Holman is a charming man, whether he’s having a private conversation or playing to a full house. “A friend of mine said he’s like a favorite grandpa that everyone loves.”
Holman laughs at such compliments. “Bobby likes to brag on me,” he says, “but the reward is all mine. And I couldn’t do this today without him.” He credits Sundby and South Dakotans as a whole for giving him a fresh start at his age, and he’s determined to learn all he can about the musical traditions of his new home.
He especially appreciates the band-friendly practices of the nightclubs that book The Bobbys. “Music-wise, there are a lot of events and venues, and they all try to pay you a fair wage here,” he says. “In Los Angeles, they treat you like a dog because they know that if you won’t do it there’s somebody else waiting in line.”
He also appreciates the cultural makeup of his new state. “I love that we have two cities, and all the rest are these little towns, and every town has its own soul, and the people have their own ways of seeing themselves. There is something beautiful about the way people get along here.”
Holman hopes to contribute the only way he knows — with his music. “I know I gotta stay healthy,” he says, “so I drink non-alcoholic beer. I love alcohol but it’s made me make a lot of really bad decisions. Now I practice every day and I learn new songs. I am blessed to have the dexterity and the voice to do what I love at this age.”
The Bobbys entertain at some of the Black Hills’ best-known venues and attractions, including the 1880 Train depot, Deadwood’s historic Landmark Casino, the Firehouse in downtown Rapid City and the Mount Rushmore KOA Resort, where they play outdoors on summer nights.
The Bobbys are still an unknown band to many in the Black Hills. They were booked to play at Terry Peak a few months ago when a typo in the advertisement listed them as The Boobys. “Every biker from a hundred miles around showed up,” Holman quips.
They also play at lesser-known places, including nursing homes where senior citizens in wheelchairs nod their heads to the blues. “The rest homes are such a rewarding experience,” Holman says. “Some of them are on their last roundup but you can see they are listening. The songs are touching them.”
He also likes to entertain at the VFW club on Main Street in Rapid City, where he banters with other veterans who mostly sit at the bar, far from the stage, but applaud every song. “I’m a proud lifetime member of the VFW, the Vietnam Veterans and the Sons of the American Revolution,” he says. “It’s a privilege to play there.”
Regardless of the venue or the demographics of his audience, Holman makes an impression. Sarah Smoke, who manages the 44 North Bar at the Baymont Inn in Sturgis, says The Bobbys have quickly become a crowd favorite. The blues music is amazing, she says, and Holman’s ability to connect with a roomful of strangers is rare. “He has a unique voice and he’s very skilled with the guitar and the harp, but it’s more than that,” Smoke says. “He is so comfortable with the music, and he creates an environment that is special and warm.”
Rural America never takes its musicians for granted because small town fans know a favorite singer or guitar player may be just one song away from leaving for the city. But Bobby Joe Holman came from the city. He’s been to the music world’s proverbial mountaintop, and now his only goal is to stay healthy and sing for the people of the Black Hills.
Editor’s Note: Readers can find upcoming gigs of Holman and Sundby on their Facebook page, which is titled The Bobbys: Two Guys, Two Guitars. This story is revised from the March/April 2025 issue of South Dakota Magazine. To order a copy or to subscribe, call (800) 456-5117.
















