DubClub Hires Engineer Through OneTwoLoop

9 jobs filled, 90 open roles, and updates from the community.

Landon Campbell & Awesome Patel · June 2, 2026

Hey folks,

We're about 60 days into OneTwoLoop, building the home for every engineer in Chicago.

• Onboarded 390 engineers
• 9 roles filled through the platform
• Advanced Terminal feature to help you find the right startups in Chicago

Here are some updates.

Six months searching. Two weeks to hire on OneTwoLoop.

Justin Bergeron, "JB," was already showing up before anyone hired him.

Since January 2026, he had been rotating through Chicago's emerging builder meetup circuit. AI Tinkerers. The Creator Hackathon. He was new to downtown Chicago, grew up in the suburbs, and was genuinely surprised by what he found: a city with more serious engineering opportunities than he had expected, hiding in plain sight.

Then he found OneTwoLoop.

"I remember the very first version. You guys showed it at AI Tinkerers in March, before it had the city view. I created a profile right away. I was seeing positions that were not on LinkedIn. I'd been on job boards for years and honestly found cooler things in that initial OneTwoLoop list than I ever had on there."

He landed an interview. And before walking in, he did something most candidates don't: he found a real DubClub user, a capper on the platform, interviewed him about his pain points, and built a prototype around what he heard. He called it the Capper Growth Studio, essentially a Shopify suite for the sports betting creator economy. He walked in and showed it to DubClub co-founder Lew Burik.

"They looked at each other like, did you bug our room? Because that was exactly what they were trying to build."

He started the following week.

DubClub founder Lew had been searching for this hire for six months. He had run many contract trial periods that were unsuccessful until he found JB on OneTwoLoop. The role was specific: someone who could build AI-native products and serve as the foundation of a new applied AI engineering team, Chicago-based.

He went to OneTwoLoop because of what it represented, not just what it indexed.

"We know Landon and Awesome. We're believers in what they're building with AI Tinkerers and OneTwoLoop. Any platform that helps us efficiently find and assess great AI talent is a great partner for us." Lew Burik, DubClub

The speed of the hire told its own story. From first contact to start date: two weeks. Six months of searching, two weeks to close once the right community surfaced the right person.

On the narrative that the best AI engineering talent is concentrated in SF and New York, Lew pushed back directly.

"I don't believe that narrative. Never have. Chicago has great tech talent. And many of our most talented AI people are largely self-trained, or at least self-starters. That's a great dynamic for a startup."

That framing matters. DubClub is not just looking for credentialed talent. They're looking for builders who figured things out on their own, who showed initiative before anyone gave them a reason to. JB fit that profile exactly.

"We want to be a known company with the rising crop of AI talent in Chicago. We want to be the destination where great AI builders do their best, most rewarding work."

JB grew up chasing a football scholarship. He earned it, played at Winona State, and then did what most athletes eventually do: he started thinking about what came next.

What came next was Better You Health and Fitness, an app he built in college that paired geolocation data with gym and grocery rewards. Tech and wellness, wrapped around a sports identity. The instinct to build has been there for a while.

DubClub appealed to him for the same reasons it might appeal to a venture investor: the product is scrappy but the user base is real, the category is early but durable, and there's a clear ceiling above them that hasn't been touched yet. Sports communities don't disappear. The tech around them changes, but the fans stay.

"They have super fans with a very bare-bones app. The opportunity to build something that active users are already waiting for. That was what I was looking at."

He's now the first hire on DubClub's applied AI engineering team. The mandate, as he described it, is expansive: build AI-native products, deploy AI across internal workflows, and raise the bar for every future hire.

"Every time Lew wants to hire someone, I'm going to run it through a question panel. Could we buy a Mac Mini instead? How do we 10x the company while only 2x-ing headcount?"

That's the job. And it started with a profile on OneTwoLoop.

This is part of the OneTwoLoop Patron series, highlighting Chicago startups and the engineers building alongside them.

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