Investment That Goes Beyond Capital

Your strategic ally for early-stage growth companies in the built environment.
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Pioneering Property Success

Bridging PropTech and InsurTech, Room & Pillar blends decades of experience with strategic insight and candid guidance. Identify interconnected opportunities and leverage our dual-sector relationships for exceptional ROI. We offer decades of experience plus a vast network dedicated to mutual success.

Your success in property isn't just our goal—it's our frontier.

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Years in Business


One Billion in Value Creation


Investments Exited Since Founding
Who we invest in?

Maximizing Value of the Built World

Room & Pillar invests in and advises early-stage InsurTech and PropTech startups. It’s time to realize your property venture's untapped potential.

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Hear From Our Partners

"I co-invested with Lyle Donan on Flyreel and will be looking for more opportunities to invest alongside him through Room & Pillar. I call on Lyle frequently for his insight into the business of property risk management and claims. Most importantly, I trust his ethics and his perspective on people and business."

Jonathan Crystal
Managing Partner, Crystal Venture Partners

"Room & Pillar is one of the best partners - both on the capital front as well as strategically - that I have had the pleasure of working with. They are quick to evaluate strategic fit and make decisions, they understand what it is like to build a business and therefore ask the right questions and focus on the right things, and they truly care about our business and figuring out ways to accelerate our performance through their network of relationships and owned companies. I believe any startup would be very lucky to have Room & Pillar as a partner."

Matan Slagter
CEO, Armadillo

"With the unwavering support of Lyle and Room & Pillar, we are pioneering innovative solutions, fostering collaborations, and igniting conversations that are reshaping the insurance industry. The partnership is emblematic of shared values, mutual respect, and a relentless pursuit of excellence and innovation."

Ross Huartt
President & CEO, MBC Group

"Lyle possesses a wealth of expertise in investing and mentoring solutions across the insurance, property, and real estate industries, always prioritizing strategies that enhance industry cohesion and ethical integrity."

Matt Van Every
CEO, Canopy Weather

”Lyle Donan is a fantastic investor and an even better person. He’s a seasoned operator with a great track record of success that has equipped him with first-hand experience and knowledge valuable for first-time founders and serial entrepreneurs alike. Lyle is the guy you want in your corner.”

Cole Winans
Founder & CEO, Flyreel (acquired by LexisNexis Risk Solutions in 2022)

“Deep vertical expertise, real operating expertise, and venture capital understanding is the dream investor DNA for any entrepreneur. One of three qualities can be just plain dangerous. Two of three is usually the best you can hope for. But with R&P, you hit the trifecta. Beyond that…you get someone in Lyle who has more passion for your business succeeding than you might even have yourself. Those investors are rare and important on dark days. Treasure them.”

Nick Durham
General Partner, Shadow Ventures

From Rooftops into the Trenches

With a dirt under our fingernails mining and forensic engineering lineage dating back to 1947, our hard-won knowledge and experience deliver the best opportunities for startups.

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