Washington Business Journal 40 Under 40 — 2019

Builder.
Operator.
Founder.

From recession-era cold calls to franchising two businesses and teaching AI to run them — I build things that last.

WBJ 40 Under 40 — 2019
15+ Years Building
2 Active Businesses
12,000+ Facilities Served

The long way around.

In 2019, the Washington Business Journal named me one of DC's 40 Under 40. I keep that in perspective: it was an acknowledgment of a path that started with a psychology degree, no connections, and a door-to-door sales job during the worst economy in a generation.

That's the part that doesn't show up in the press release. I graduated into the recession — no job offers, no obvious next step. Door-to-door sales was humbling in exactly the way you'd expect, and exactly the way I needed. It taught me something that stuck: you don't need a warm introduction, you need a good pitch and enough discipline to make the next call. I've been living off that lesson ever since.

From there, commercial real estate. I joined JBG Companies in DC and became their youngest VP — not by having the right last name, but by working on place-making projects that actually mattered to neighborhoods. North End Shaw was one of them: helping transform a stretch of DC into a real destination, attracting tenants like Warby Parker and Aesop. The New York Times noticed. That's when I understood that real estate, done right, is really about building community.

I eventually founded District Equities — my own brokerage. Liquidated my 401k to do it. Lived in a group home to keep overhead down. You do what you have to do. Along the way I got deep into food halls through a joint venture with Urbanspace, which led me to Andy's Pizza and Thip Khao — some of DC's best food. I learned what it actually takes to run physical businesses at volume: the unglamorous stuff, the staffing, the margins, the machines that break at 7pm on a Friday.

The dog industry found me next — and I got obsessed. Not just with dogs, but with the business model. In 2025 I launched Molly's Dog Care, a premium dog daycare franchise designed from day one to scale nationally. Then I acquired Puppy Playground, a 30-year-old American manufacturer that's outfitted over 12,000 facilities worldwide.

Now I'm layering AI on top of all of it — not as a side project or a thought leadership angle, but because I'm running live systems across two real businesses and I'm genuinely impressed by what's possible when operators, not just technologists, are at the controls.

01
2009
JBG Companies
Started in commercial real estate. Became JBG's youngest VP. Worked on North End Shaw and DC place-making that caught national attention.
02
2014
District Equities
Liquidated my 401k. Founded my own brokerage. Lived lean and built something entirely mine.
03
2019
WBJ 40 Under 40
Named one of DC's 40 Under 40 by the Washington Business Journal. A milestone — and a reminder that the long way around still gets you there.
04
2018–2021
Food Halls & Dog Daycare
Joint venture with Urbanspace on DC food halls. Discovered the dog daycare industry — and got obsessed with the business model.
05
2025
Molly's Dog Care + Puppy Playground
Launched Molly's Dog Care, a premium national franchise. Acquired Puppy Playground — America's original dog play equipment manufacturer, est. 1994.
06
Now
AI for Real Business
Running live AI automation across both companies. Not demos — real operational infrastructure that changes what small business operators can do.

What I'm running.

Two businesses, one industry. Both built to last.

🐾

Molly's Dog Care

Premium dog daycare, built to franchise.

Molly's is the dog daycare brand I always wanted to build — premium experience, franchise-ready operations, and a model that actually works for franchisees. We launched in 2025 and are building toward national scale. Every location reflects what I learned from years in hospitality, real estate, and dog care: environment matters, staff culture matters, and the dog always comes first.

Franchise Dog Daycare Founded 2025 ~6 Locations
Visit Molly's Dog Care
🏗️

Puppy Playground

America's original dog play equipment manufacturer.

Puppy Playground has been building commercial dog play equipment in the US since 1994 — before most people had heard the phrase "dog daycare." Today they've outfitted over 12,000 facilities worldwide. I acquired the company in late 2025 because the business is real, the brand is trusted, and I knew I could bring it into the next era. Made in America. Built for the professionals who take dogs seriously.

Manufacturing B2B Est. 1994 12,000+ Facilities
Visit Puppy Playground

AI that operators can actually use.

I'm an operator first. When I started implementing AI across my businesses, I had exactly one question: does this actually move the needle? Not in theory. In a dog daycare at 7am on a Tuesday.

The honest answer is yes — but only when it's set up by someone who understands the workflow, not just the technology. Most operators don't have time to become AI experts. I've done the work so they don't have to.

I run live AI systems on two real businesses — Molly's Dog Care and Puppy Playground. Customer follow-up, content generation, operational reporting, franchise communications. The stuff that used to eat hours. Now it runs while I'm doing something more important.

Let's Talk

If you're a small business owner wondering if AI is actually worth it — I'll give you a straight answer, not a sales pitch.

⚙️
Operational Automation
Customer follow-up, booking flows, staff communications — the repetitive work that eats hours every week. We automate it so it runs while you sleep.
✍️
Content & Marketing
Social content, email campaigns, local SEO — done systematically, in your voice, without you writing every word.
📊
Insights & Reporting
Know what's actually happening in your business. Surface the signals that matter and stop drowning in dashboards you never look at.
🏢
Franchise Systems
AI has a particular unlock for franchise operators — consistent experience across locations, better franchisee support, leaner corporate overhead.
"The businesses that win the next decade won't be the ones with the biggest budgets. They'll be the ones who figured out how to move faster, operate leaner, and build systems that compound over time."
— Steve Gaudio, Medium

I write about what I'm actually doing.

No theory. No LinkedIn hot takes. I write about franchise building, business operations, and what it looks like to implement AI on real businesses in real time. It's a running log of figuring things out.

Read on Medium

What I'm thinking about.

Franchise ops, AI in the wild, dog industry takes, and whatever's on my mind. Follow along — it's where I think out loud.

Let's talk.

Whether you're a franchisee, a dog industry pro, a small business owner curious about AI, or just someone who wants to compare notes — I'm not hard to reach.

Let's talk

Whether you're building something new, thinking about AI for your business, or just want to connect — find me on LinkedIn or X. Always happy to chat.