Ben Henderson has soared enough of the sparkling sky to pick out the stars of highest importance—mental health over stardom, family over fame, and art that is slow in the making.

If you have gone downtown for any of life’s simple delights—grabbed a coffee or pastry, sipped a beer while DJs spun vinyl, bought tickets to the jazz festival, joined a bike party, or booed a performer off the stage at the Go Go Gone Show—chances are you showed up because you saw Ben Henderson’s artwork. 

A painter and designer by trade, Ben’s collective resume of posters, signs, and murals tell a unique history of the ways we gather in the South Bay. His custom designs welcome both first-timers and old-comers to the unique atmospheres of Park Station Hashery, Chromatic Coffee, O’Flaherty’s Irish Pub, and SoFA Market. From an elegant reproduction of Hotel De Anza’s famous Diving Diva on its windows, to the vintage lettering on Palo Alto Fine Wine & Spirits; from the hip facade of Good Karma Artisan Ales & Cafe, to the cherry-red exterior of Sweetdragon Baking Company, Ben’s handiwork identifies cherished local businesses and brightens the streets they occupy.

In 2017, Ben started Brush House, a catchall name for projects that he was increasingly sharing with other artists as they scaled in size and overlapped in timelines. As he continued to direct designs, he brought in team members who could also achieve that remarkably clean line, such as Andrew Sumner and J.Duh. 

Ben was the type of boy who grew up drawing whatever, whenever he could. “I especially loved drawing logos of all my favorite heavy metal bands—just blowing through a stack of computer paper with the little dots in the edges.” He put full effort into displays for his class assignments and enjoyed afternoons drawing Simpsons characters alongside his older brothers. 

From any angle, Brush House seems like a dream business for the kid who took his first “commissions” from admiring elementary school classmates. “I was actually getting made fun of quite a bit for my weight and other things,” he shares, “so being able to shine with art and get praise and acceptance from my fellow classmates and teachers—I’ve always been drawn to [art] for so many reasons.”

But by middle school, he found himself devoting hours to playing guitar or jamming on drums and bass. “I was always such a ham, and I wanted to perform for my friends, my family, my community,” he says. 

In this way, music became the impetus of his artwork. “I was making a ton of graphics in the way of band merch and promotion for my band and my friends’ bands,” he recalls. Between playing with one of his first bands, Delta Activity, and working at Coffee Society, he took on his first gig as a graphic designer. 

Funny enough, that commissioned art piece traveled the world before his music did. While touring with newer band Good Hustle, Ben spotted his “Make Coffee Not War” design, modeled after a wartime propaganda poster, on a T-shirt he didn’t recall printing. He asked the wearer how she’d gotten it. “She’s like, ‘I just ordered it from some guy in Australia.’ ” His poster had risen into paper virality, appearing in bastardized versions of itself on T-shirts, mugs, and wall decals sold globally.

And not soon after, his music followed. Ben’s first band, Delta Activity, toured with alternative metal band Dredg. His duo, Brother Grand, supported indie-folk band the Wild Reeds. In 2012, Ben quit a job designing graphics for the county to join a nationwide tour with indie rock band River City Extension as their bass player.

For 15 years, Ben’s music career was on constant rise, as he and his bands accepted invitations to play bigger shows, festivals, and tours. In his life’s nebula, performing was at the center—stardom was likely, but it meant having to endure the collapse in other parts of his life. And some of it couldn’t be earned back.

“I realized that being out on tour as much as I was, I was missing weddings, funerals, birthday parties, baby showers—all for people I really love and care about.” Additionally, the economic demands of performing had changed the experience for him. Whereas he once reveled in the endless possibilities of one line in one song, his mind was now more of a calculator. He habitually concerned himself with what the next concert would pay or how the band’s merch would sell. 

And he wasn’t alone in the anxieties. From his vantage point, Ben noticed the struggles of even more established performers with record labels, booking agents, and sponsorships. “They were struggling to pay their bills, take care of their health, be happy, be satisfied, and grateful,” he says. “I realized, it’s going to take me a long time to get where they are. And they’re not even stoked.”

The joy of live performance dwindled. “People could come up to me after a show in tears and be like, ‘That was so amazing. Never stop what you’re doing. You touched so many people’s hearts tonight,’ and inside I would just feel like, ‘I wish you were right.’ ” It was a far cry from the way he played music through junior and high school, jamming for hours on guitar, every single day, hopping from drums, to bass, to the mic, all because it was fun and brought people together.

So Ben made a deal with himself. “I said, ‘For the next year, I’m going to focus on art only.’ ” The commitment was quiet—Ben told no one—but the change was clear: he simply stopped performing in public. He turned down shows and put all the touring and recording on hiatus. 

Only a few weeks in, he realized it was the best decision. “For the first time in a while my bills were paid. I was not falling behind. I was getting so much done.” Ben soaked it all in: time with the people he loved, space to reflect on his relationships, and the inner peace that a younger version of himself lacked. “It took me identifying my values,” he explains. “Before, I didn’t have any of that. It was just like, whatever the next biggest thing is, that’s what I wanted.” Those closest to him—especially his wife, Erin—share his values of health, family, and friends. “We’re just remarkably mellow and happy together,” he says. 

Freed from the need for his musicianship to generate money or sense of self-worth, Ben states, “I have reclaimed my music as my fine art.” It looks like coming right back to the beginning, when he composed without an agenda. “I will sit there and play with one song idea for months on end, overly obsessing about the minutiae of one song—because I’m allowed to, and because I allow myself to. And that’s exciting,” he says.

That’s fantastic news for anyone who’s heard Ben perform, whether 20 years ago or just last month on a stage somewhere downtown. He’s also planning to record this winter. We can look forward to definitive versions of beloved Ben Henderson classics, as well as newer experiments reflecting this phase of his life. “I’m going to be still performing whenever I want, whenever I can, and have fun with it,” he promises himself, “and be relentlessly creative and experimental with it because I can and
because I should.” 

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