Episode 24 · Aug 16, 2026 · A Healthy Conversation

Building a Tech Company in Maine

with George Matelich

About this episode

George Matelich is the co-founder and CEO of Rely, a Portland-based AI platform that automates due diligence for multifamily real estate transactions. The platform reads leases, rent rolls, contracts and financial records across an entire data room and links every finding back to its source document, a feature Matelich describes as visual grounding. A process that typically takes a team of three to seven people five to ten business days can, with Rely, be completed by one person in an afternoon. Co-hosts Dr. Lisa Belisle and Dr. Jeff Barkin drew Matelich out on why that traceability is the foundation of the product: in a field where AI skepticism runs high, giving users a direct path back to the underlying document is how the software earns the right to do more.

Much of the conversation turned on what it takes to build a company in Maine rather than in a coastal technology hub. Matelich was candid that access to venture capital and to dense professional networks is harder from Portland than from San Francisco or New York, but he pushed back on the premise that geography is destiny: his customers are concentrated in the Southeast, Southwest and Midwest, not in the major tech corridors, so proximity to those markets matters more than proximity to any particular investor community. He is also the co-founder of Nexus Maine, a statewide community connecting entrepreneurs, and he and the co-hosts discussed how informal networks of founders, funders and mentors can surface talent and opportunity that would otherwise stay invisible across a dispersed state. Matelich was equally direct about the psychological weight of founding: a long discovery period, a high rate of early failure and a tendency to tie personal identity too closely to professional outcome are real hazards he said he has not fully solved.

Barkin framed a question the full episode returns to repeatedly: what does widespread AI adoption actually look like for people who have never tried it, and what happens when trust in these tools goes wrong in either direction. Matelich argued that the same principle guiding Rely, confining the model to a finite, verified body of documents and building in a mechanism for users to push back on any output, applies broadly to responsible AI deployment. Belisle extended the parallel to healthcare, where the stakes involve lives rather than transactions, and where clinician and patient skepticism of technology-driven tools remains substantial. The three agreed that earning trust through low-stakes trials, maintaining human oversight and resisting the impulse to take too large a leap too soon are the conditions under which any high-stakes AI application can credibly advance.

All episodes

Mentioned in this episode

More from George Matelich

From this episode

“One of my least favorite characteristics in someone that I work with is people who love talking about doing things but don't actually do things. I cannot stand talking about doing things if there is not a plan to then go do things.”

George Matelich

“We started a company that actually was meant to do a different thing. It took another thousand-plus hours on the phone with people in our specific user group to realize what the actual problem worth solving was.”

George Matelich

“AI is the most interesting technological shift that has probably ever occurred because there is no barrier to entry. You interact with it in natural language, in whatever language you speak.”

George Matelich

“The one thing I am supremely confident in is my work ethic and I will outwork anybody that's in front of me and I can do that from anywhere. But it doesn't mean I can convince your average San Francisco venture capital firm that I am the person for that.”

George Matelich

“With AI, there is no inherent trust because it's not like a person has done this job for so long and I think they do their job correctly. There's inherent skepticism. So we needed to provide a mechanism to say, you don't have to trust us, you can go verify it.”

George Matelich

“I am, unfortunately someone who can have the thought, if I fail at this thing, then I am a failure, which I would love to figure out how not to have happen. But that is like a challenge I grapple with every day.”

Listen on A Healthy Conversation · Sundays 11am and 9pm · WGAN AM 560 / FM 98.5