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
Tesseract earns $1.25M contract to help Space Force, military ‘predict the future’
Industry-defining tools built by Kansas City’s Tesseract Ventures will help the U.S. Space Force accurately track machines, people and objects on base, and create a clearer understanding of launch conditions through next generation data visualization, said John Boucard. Tesseract announced Tuesday that the company has been awarded a direct-to-Phase II Small Business Innovation (SBIR) contract…
AI Hub builds creative space in River Market, giving artists access to business tech, tools
The Midwest needs more resources to help creatives start their own businesses and keep them thriving, said Taylor Burris and James Spikes, who designed a one-stop art incubator to give artists’ innovation a fresh canvas. The husband-and-wife team opened AI Hub — powered by IRIS Creative Projects Agency and with funding from The Porter House…
Why this serial entrepreneur bought ‘a giant beach in Kansas’ (and how he plans to make it KC’s next outdoor hot spot)
Lance Windholz is already digging his new position on Shawnee’s sand volleyball courts: owner. “This deal was about six years in the making,” said Windholz, a serial entrepreneur and small business owner. “I had been playing volleyball out at Shawnee Mission Beach Volleyball three, four times a week — and just thought, ‘Why not own…
Rock Chalk hustle: KU launches ‘Startup Jayhawk’ event series to demystify entrepreneurship
Editor’s note: The University of Kansas’ School of Business is a partner of Startland News. LAWRENCE — A three-day startup event series at the University of Kansas is expected to help shine a spotlight on student entrepreneurship and innovation, said Brian Anderson, noting an intentional effort by KU’s School of Business to make startup life…






