KCK milkman reclaims his passion for painting; splattering pop art portraits of KC sports stars, celebrity icons

April 16, 2024  |  Nikki Overfelt Chifalu

Kansas City painter David Alston; photo by Nikki Overfelt Chifalu, Startland News

While his pieces don’t feature happy, little trees, David Alston’s pop culture-inspired portraits still reflect the influence of the iconic painter Bob Ross.

About a decade ago, a chance viewing of the well-known artist’s PBS show “The Joy of Painting” — Alston’s youngest son accidentally left the TV on before leaving for school — inspired the Kansas City, Kansas, creator to pick up a paintbrush again. 

“Just watching him, a bell went off and something spoke to me and said, ‘David, you can do this; you used to do this,’” he recalled. “And I realized, ‘Oh my god, I did. I used to do art.’”

After setting aside his passion for decades to focus on providing for his family, Alston has found a renewed sense of purpose in painting and sharing it with others. Although he still works full-time as a truck driver for Roberts Dairy, he spends his free time in his home studio and displays — and sells — his work across the city, including at Art Garden KC and restaurants and coffee shops like Blue Koi in Leawood, Tanner’s in Shawnee, BlendWell Community Cafe in Independence, and Summit Pizza in Lee’s Summit. 

“There’s so much opportunity,” he added. “There’s so much art culture out here.”

Click here to view Alston’s art on Instagram.

A painting by David Alston featuring Kansas City Chiefs’ Travis Kelce, Patrick Mahomes and Andy Reid; photo by Nikki Overfelt Chifalu, Startland News

Growing up in Baltimore, Alston — who was inspired by his aunt — was always drawing, he explained, even selling his sketches of supercars to grade school classmates for a quarter. Upon graduating from high school, he received art scholarship opportunities to three different colleges. But despite his mom’s encouragement to follow his passion into higher education, he turned down those offers to join the U.S. Army. He wanted to financially support his mother, who worked several jobs to raise him and his brothers as a single mom.

“I didn’t really know what I was doing,” he continued, “but all I saw was the financial part of it.”

A couple times over the years, Alston noted, he flirted with his first love, doodling and sketching at his desk job on base in Fort Riley after getting injured. He used his cartoon illustrations as a motivational tool while working as restaurant manager in Kansas City after being discharged from the Army.

But it wasn’t until he happened upon that Bob Ross “therapeutic” tutorial that he fully recommitted to being an artist, beginning with working his way through the PBS painter’s videos.

“I started from there, doing landscapes and seascapes,” he explained. “Then I realized, ‘I think I’ve got this down. It’s time to learn something more.’”

Alston — who considers his style to swing between spontaneous realism, basic realism, and hyper realism — devoured tutorials from artists on YouTube and other social media platforms, he continued, ultimately focusing on portraits, which he considers to be the highest level of art.

“Not that everybody can do landscapes and seascapes,” he continued, “but they don’t present as much of a challenge as portraits.”

Paintings by David Alston feature the faces of The Three Stooges, Albert Einstein, and Elvis; photo by Nikki Overfelt Chifalu, Startland News

Whether splattered with bright colors or sketch-like in black and white, many of Alston’s portraits are inspired by photos of celebrities, especially Kansas City sports figures.

“Sports is the No. 1 thing that inspires me, especially when your teams are winning,” he said. “I couldn’t have found a better place to choose to live.”

Alston is constantly challenging himself, he noted, recently starting to do his paintings on epoxy and resin instead of the traditional canvas. His first experiment with the new materials featured Patrick Mahomes on a giant arrowhead.

“I said, ‘Oh my god, I love this thing,’” he recalled. “And usually, if I love something, I think a lot of other people are probably gonna like it, too. I started displaying it and it started getting more attention than my regular artwork.”

startland-tip-jar

TIP JAR

Did you enjoy this post? Show your support by becoming a member or buying us a coffee.

Tagged
Featured Business
    Featured Founder

      2024 Startups to Watch

        stats here

        Related Posts on Startland News

        LISTEN: Fermenting a clean future through products from meat alternatives to skin creams and baby formula

        By Tommy Felts | September 13, 2025

        On this episode of Startland News’ Plug and Play Topeka founder podcast series, we chat with Francesca Gallucci of Natáur, a Baltimore-based biotech company that’s reimagining how essential nutrients are made. Combining synthetic biology, metabolic engineering, and eco-friendly fermentation, they’re producing bio-based taurine (and other naturally occurring sulfur compounds) without relying on petroleum. Gallucci takes…

        KCMO slashes fees for outdoor dining permits, launches dining trail for grant winning projects

        By Tommy Felts | September 12, 2025

        Kansas City has officially eliminated outdoor dining permit fees, reducing the cost from $850 to zero, thanks to the momentum created by a city-led initiative to encourage investment in outdoor dining experiences, city leaders announced this week, unveiling new plans to promote funded businesses and their projects.  Launched in 2024, the Outdoor Dining Enhancement Program…

        World Cup will produce KC small biz millionaires in just weeks, leaders say, but it’s only the start

        By Tommy Felts | September 12, 2025

        Kansas City can’t look at the World Cup in 2026 as one big event where businesses are going to make good money for a while, and then everything goes back to normal, said Wes Rogers.  “This has to be the beginning of the next chapter of our city,” the 2nd District Councilman for Kansas City,…

        Missouri Starters Coalition debuts effort to boost homegrown jobs, future founders 

        By Tommy Felts | September 11, 2025

        Entrepreneurs across Missouri gained a new champion this week as regional and national advocates launched a new coalition to support builders in the face of systemic, confidence-shaking roadblocks as they seek to drive job creation and higher lifetime incomes. The Missouri Starters Coalition on Thursday unveiled its founding members — Back2KC, Cortex, E-Factory, Keystone Innovation…