Founded in 2022 by Davis Gilbert and Josh Pillsbury, Summit Commercial Solutions operates as a technology-driven commercial insurance brokerage serving thousands of Canadian businesses. Its core offering combines traditional brokerage services with proprietary software, data infrastructure, workflow automation, and an AI-powered compliance tool called Summit Sherpa, which modernises risk verification and policy management for property managers and corporate clients. The company positions itself as a platform for entrepreneurial brokers, aiming to increase producer productivity rather than replace them with automation. Since IA Capital’s initial investment, Summit has more than doubled its top-line revenue and expanded into group benefits while building internal wholesale capabilities. With the latest funding, Summit plans to open new offices across Canada, deepen its talent-acquisition vertical, and enhance its data and AI capabilities. The capital will also support the launch of new divisions in Group Benefits, Private Client, and a delegated underwriting authority ecosystem to offer comprehensive commercial, personal, and embedded insurance solutions.

Total raised

$11M

Funding rounds

2

Latest round

Series A

Latest activity

Dec 2025