RoofMarketplace announced a new chapter in its growth with the appointment of Scott Holewinski as chief executive officer and the close of a strategic $7 million Series A round led by Wingra Capital to support the company's long-term vision.

RoofMarketplace is an online marketplace that connects homeowners, insurance adjusters and contractors to resolve roof claims efficiently. With new capital and leadership in place, the company says it is doubling down on its mission to simplify and modernize property claims by helping insurance carriers improve claim accuracy, empowering homeowners with real choice, and driving opportunities to a trusted contractor network.

"With RoofMarketplace, we see a platform that doesn't just reduce friction, it gets roofs repaired in a more efficient, reliable way," said Nick Jackson, partner at Wingra Capital. "They're delivering what the claims industry has needed for years: real bids, completed jobs, and satisfied policyholders. We're excited to support their continued growth."

To guide this next phase, Holewinski brings more than two decades of experience at the intersection of technology and risk management. He previously founded and led Tetra Defense, a cybersecurity and incident response company acquired by Arctic Wolf in 2022, where he went on to serve as senior vice president and general manager of Incident Response and Insurance Solutions. Earlier, he co-founded Gillware Data Services, a data backup and business continuity software company acquired by StorageCraft in 2016.

"What drew me to RoofMarketplace is how clearly the platform solves a real problem for everyone involved — insurance carriers, contractors, and homeowners," said Holewinski. "In just a few months with the team, I've seen firsthand how powerful the model is. We're not just improving the process; we're driving better outcomes where it counts."

Across the property insurance landscape, carriers are navigating an increasingly volatile claims environment, marked by labor shortages, rising material costs, and a surge in severe weather events. At the same time, they face mounting pressure to improve claim accuracy and reduce loss adjustment expenses (LAE), which reached more than $149 billion in unpaid reserves as of mid-2024, according to the NAIC. This exposes the limitations of traditional claims workflows and stretches carrier resources.

RoofMarketplace's approach gives carriers access to real market pricing, reduces cycle time, and improves claim accuracy. For homeowners, it restores a sense of control and transparency during a disruptive time. For contractors, it delivers opportunities and a smoother experience, with the support needed to complete the job successfully.

The recent capital investment will support RoofMarketplace's priorities across product development, team expansion, and long-term scalability. Near-term focus areas include enhancing the platform to support a wider range of claim types, growing the team to meet rising demand, and deepening partnerships across the insurance ecosystem.

To help lead this next phase, RoofMarketplace recently welcomed two key additions to its leadership team:

• Brian Beermann joins as chief technology officer, bringing more than two decades of engineering and SaaS leadership experience. He previously led platform and team growth at UW Credit Union and Digioh, with a focus on secure, scalable systems.
•  Lauren Reid joins as vice president of marketing and communications. She brings deep expertise in the insurance ecosystem from her time at Tetra Defense and Arctic Wolf, where she led channel marketing programs supporting 30-plus national insurance carriers and brokers.