KCK milkman reclaims his passion for painting; splattering pop art portraits of KC sports stars, celebrity icons
April 16, 2024 | Nikki Overfelt Chifalu
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.”

2024 Startups to Watch
stats here
Related Posts on Startland News
Alchemy Sandbox winners lean into challenge of live pitches as Porter House KC awards third-round checks
A third round of Alchemy Sandbox winners each walked away with more than a $5,000 check this week after an intense live pitch experience for the entrepreneurs behind three Kansas City Main Street ventures and two support organizations for Black businesses. “It was interesting to see how I had all this information in my head,…
Tech piloted in KC classrooms went viral, now Boddle has raised $3M in seed funding
TULSA — Funding for its rapidly scaling education gaming platform is expected to fuel Boddle Learning’s nationwide growth, as well as help the startup expand its product offerings outside of math and develop new interactive multiplayer experiences. “It’s always been one of our goals to inspire learning anywhere,” said Edna Martinson, co-founder of Boddle, describing…
Bellwethr acquired by ecommerce payments platform; merger to boost Shopify brands
A Kansas City startup’s machine learning tech is expected to bring its new owner’s vision to reality: driving new revenue for Shopify brands plagued by churn among subscribers. Bellwethr announced the acquisition Thursday, detailing the company’s merger with Park City, Utah-based Retextion. As part of the undisclosed deal, Retextion will integrate Bellwethr’s popular churn reduction…
BacklotCars co-founder set to be honored as UMKC’s regional Entrepreneur of the Year
A founder who helped drive one of the metro’s biggest startup exits is expected to be heralded in October as UMKC’s Kansas City Entrepreneur of the Year. Justin Davis, co-founder and CEO of BacklotCars, will take the stage Oct. 12 alongside five other honorees — business leaders who have shaped entrepreneurship, according to officials at…






