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.”

Tagged
Featured Business
    Featured Founder
      [adinserter block="4"]

      2024 Startups to Watch

        stats here

        Related Posts on Startland News

        André’s planted its flag in KC 70 years ago; chocolatier says that’s just a taste of what’s to come

        By Tommy Felts | October 24, 2025

        Nearly 5,000 miles from Switzerland, a small group toured the inner sanctum of an iconic 70-year-old Kansas City company — a family-run brand that helped redefine accessible luxury in the Midwest, one Swiss chocolate-covered almond at a time. “What people get excited about André’s is the legacy, that we take a lot of pride in…

        Here’s how ULAH’s new boutique model aims to rack success for local brands, not inventory debt

        By Tommy Felts | October 23, 2025

        The new KC Collective consignment-based program for local brands at ULAH is a win for both the Westwood boutique and Kansas City creatives, said Joey Mendez and Buck Wimberly, announcing a fresh model to help the struggling store stay open and financially stable. “We’ve always had local brands,” said Mendez, co-founder of ULAH, explaining the…

        Tiki Taco ticks up giving alongside expansion; CEO owns up to taco shop’s neighborhood impact model

        By Tommy Felts | October 23, 2025

        A month-long campaign in the popular Kansas City-based chain offers easy add-on: joining KC GIFT’s network of donors  Restaurant executive Eric Knott wants Tiki Taco’s operators to own the neighborhoods into which the popular taco shop expands, he said, but that doesn’t just mean dominating the fast-casual market in each pocket of Kansas City. “Our…

        Kauffman Foundation announces first-ever semifinalists for Uncommon Leader Impact Award

        By Tommy Felts | October 23, 2025

        A new leadership prize aimed at celebrating changemakers at organizations aligned with the priorities of the Ewing Marion Kauffman Foundation is closer to naming its first winner, the influential nonprofit announced Wednesday, revealing 12 semifinalists culled from more than 300 nominations. “The response from community members across the Kansas City metro area was tremendous,” said…