Dillon King steps out from behind the scenes to reveal himself as far more than just "Amy Duggar's husband" on this fascinating episode of the B-Team Podcast. Sipping Blanton's bourbon with us, Dillon unveils his impressive portfolio of businesses that few people know about.

As founder of Kingston Investment Group, Dillon has quietly amassed a collection of commercial properties that have tripled in value since 2019. His philosophy? "I'm not a big fan of just parking my money in a bank and letting them loan it out and make all the money." This buy-and-hold strategy forms the backbone of his and Amy's retirement plan, providing tangible assets they can touch and feel regardless of market fluctuations.

Dillon also shares insights into Property Improvements, the construction company started by his father, where he now applies his architecture background to projects ranging from boutique renovations to complete new builds. With disarming honesty, he recounts lessons learned from his father about quality construction and building things right the first time—even if it means adding that extra two-by-four that seemed unnecessary to his younger self.

The conversation takes a fascinating turn when Dillon discusses life married to a reality TV personality and reveals details about Amy's forthcoming memoir, Holy Disruptor, scheduled for October release. He offers a glimpse into the emotional journey of writing a book that covers everything from Amy's childhood with an abusive father to her experiences with the Duggar family and establishing healthy boundaries.

Most exciting is Dillon's revelation about his newest venture—The Parlor Club, an exclusive 8,000-square-foot, members-only establishment planned for the Rogers/Pinnacle area. This sophisticated space will cater to Northwest Arkansas's growing need for upscale social venues where business leaders can relax without constant interruptions.

Whether you're curious about investment strategies, Northwest Arkansas's explosive growth, or the realities of life adjacent to reality TV fame, Dillon's straightforward insights and entrepreneurial vision make this episode essential listening. Subscribe now and join the conversation about business, bourbon, and Bentonville with the B-Team.

More About this Episode

Inside Bentonville’s Booming Growth, Bourbon Culture, and Building Empires: A Conversation with Dillon King

When you think about the soul of Northwest Arkansas, it’s not just the breathtaking trails, the explosion of new business, or the unique fusion of modern and traditional Southern living. It’s the people, the entrepreneurs, builders, visionaries, and creators who are shaping the region with passion and persistence.

One of those individuals is Dillon King, someone who’s been quietly, but powerfully, building a diverse empire across real estate, construction, retail, and even media. During our recent podcast, Dillon joined us with a bottle of Blanton’s (of course) and opened up about the lesser-known side of his journey, his thoughts on investing in Northwest Arkansas, his passion projects, and his connection to one of the most famous families in reality TV history.

Let’s get into it.

Building Wealth in Bentonville: Why Commercial Real Estate is the King Move

Dillon’s story is one that embodies the grit of entrepreneurship. Back in 2019, just before the pandemic turned the world upside down, Dillon and his wife Amy launched Kingston Investment Group, a real estate investment company focused on acquiring commercial office and retail properties.

The timing couldn’t have been better. With interest rates at historic lows and the uncertainty of residential property markets, Dillon jumped into commercial real estate with both feet. His approach? Simple but strategic: buy and hold.

“We’ve never flipped. It’s all about owning the asset and letting it appreciate. It’s our version of a retirement plan,” Dillon said.

Northwest Arkansas, particularly Bentonville, Springdale, and Rogers, is experiencing exponential growth. The demand for quality commercial space is outpacing supply, and Dillon’s group is capitalizing on that. With most of their properties located in Springdale, they’re currently looking at expansions driven directly by tenant demand.

Real Estate as a Retirement Strategy

Dillon sees real estate as more than just an investment vehicle; it’s a long-term safety net.

Unlike stocks or crypto, where your money can disappear with a swipe of a headline or market swing, Dillon sees real estate as a tangible asset that, even in a downturn, still holds inherent value.

“You can touch it. You can stand on it. Even if the market says it’s worth nothing, it still exists.”

And with the region's real estate market continuing to climb, Dillon and Amy are looking at a 10-year horizon. The plan? Build equity, then eventually divest into REITs for passive income, while enjoying a more laid-back lifestyle, sipping bourbon on a beach somewhere.

Construction Runs in the Blood: Carrying On a Family Legacy

While real estate is the wealth-building machine, Property Improvements, Dillon’s construction company, is the engine that keeps things moving. Started by his father over 30 years ago, Property Improvements handles everything from boutique commercial tenant buildouts to large concrete projects for warehouses.

Dillon grew up in this world, packing lumber as a kid, picking up job site trash, and learning the industry from the ground up.

“We were the pack mules,” he laughed. “That was my job growing up.”

After studying architecture in college, Dillon eventually circled back to help run the business with his dad. Now, they tackle both residential and commercial projects across NWA. What sets them apart? Old-school values.

“We overbuild. My dad always did that, and it means we never get called back to fix things. That extra 2x4 costs pennies but saves thousands down the road.”

The demand for quality construction is higher than ever. And despite the influx of new contractors, Dillon believes there’s more than enough work to go around if you do things the right way.

Investing Smarter: Banks vs. Businesses

Dillon’s business philosophy is rooted in action and not leaving money sitting idle.

“I’m not a fan of letting the bank sit on my money and loan it out while I get a 0.01% return. I’d rather invest in real estate or start a new business.”

And invest he has. From barbershops to clothing boutiques, Dillon and Amy have built, grown, and exited multiple ventures, all with an eye on smart, scalable value.

Their now-closed boutique, which they ran for over six years (including a stint at Pinnacle), was a staple in the region’s fashion scene. But as online sales grew and personal priorities shifted (like raising their son), they knew it was time to transition into new opportunities.

“Amy wanted to stay home with our son and focus on things like the book and other creative projects. We closed the boutique on our own terms. That’s the best way to do it.”

The Media Spotlight: Life After Reality TV

While many know Dillon for his business acumen, he’s also married to Amy Duggar King, cousin of the famous Duggar family from TLC’s "19 Kids and Counting." Amy appeared on over a dozen seasons of the show and later starred in several other network series, including Marriage Boot Camp: Reality Stars.

But behind the cameras, Amy’s story is far more complex than the sweet, Southern cousin portrayed on TV. Her upcoming memoir, “Holy Disruptor,” is set to release this October and promises to share a raw, personal look at her life, including childhood trauma, toxic relationships, and her fight to reclaim her own identity.

“It’s a rollercoaster. She dives into some really heavy things. Writing it was emotionally exhausting, but also really healing.”

The couple also appeared in Amazon Prime’s Shiny Happy People, the hit documentary exposing the controversial religious ideologies behind the Duggar empire. Dillon and Amy played a pivotal role in transitioning the narrative between seasons and remain advocates for healthy boundaries, especially when dealing with toxic family dynamics.

The Parlor Club: A Private Social Concept for NWA

As if all of that wasn’t enough, Dillon has yet another venture in the works, one that has the potential to reshape Northwest Arkansas’ nightlife scene.

The Parlor Club, a high-end, members-only cocktail and cigar lounge, is currently in development. The concept is simple: exclusivity, ambiance, and a break from the ordinary.

“It’s not a sports bar. It’s not loud. It’s not chaotic. It’s a place where you can truly unwind, network, and not be bothered.”

Think sleek, moody interiors. A curated bourbon list. Premium cigars. Elevated small plates. And maybe even 24/7 keycard access for top-tier members. Dillon envisions it as a social “fort” for professionals and creatives, where connections are made, not forced, and privacy is respected.

Target location? Rogers' Pinnacle area. Size? Approximately 8,000 square feet with a patio. The vibe? Speakeasy meets high society.

“I want it to feel like you’re walking into something that not everyone can access, and that’s the point.”

AI, Architecture, and What’s Next

While Dillon is deeply rooted in traditional industries like real estate and construction, he’s also a full-blown AI enthusiast.

He uses AI tools daily, whether it's to render architectural remodels, optimize logistics, or streamline customer onboarding processes. He’s even experimenting with generative AI for mockups and concept art for future developments.

“AI is the new assistant. It’s not about replacing jobs, it’s about increasing your efficiency. I can do in 20 minutes what used to take 3 days.”

As Northwest Arkansas continues to grow, expect Dillon King to be at the forefront, blending innovation, legacy, and hustle in a way that embodies the region's transformation.

Final Pour: Why Dillon King Matters to Bentonville

Dillon may not be the loudest voice in the room, but he’s one of the most impactful. He’s living proof that you can be entrepreneurial without being flashy, strategic without being stiff, and community-focused while building empires.

Whether it’s sipping Blanton Bourbon with close friends, launching a members-only cocktail club, or building commercial properties that shape the skyline, Dillon is always three steps ahead.

And if there’s one thing we know for sure, whatever he builds next, we’ll be watching, sipping, and probably asking for a membership.