About Summit
Building the brokerage of the future.
Founded in 2022. Tech-enabled. Human-led. On a mission to change how Canadian businesses think about insurance.
Insurance is broken.
Insurance is one of the largest industries in the world — and one of the least innovative.
- Businesses get treated like policy numbers
- Renewals happen on autopilot
- When something goes wrong, the experience is painful
We built the solution.
Summit was founded to build something better. Not an insurtech that removes the broker — a brokerage that gives brokers better tools.
- Better tools and technology
- Better data and insights
- More time to actually serve clients
Our Insurer Partners
Our Insurer Partners
Summit Is Building The Future Of Commercial Insurance
Commercial insurance has been stuck in the past for too long — businesses overpay for coverage they don't understand, brokers are buried in manual processes, and the entire experience feels disconnected and opaque.
Most businesses don't have the time or expertise to navigate the complexity of commercial insurance on their own. That's where we come in.
Summit provides Canadian businesses with a modern insurance brokerage experience. Expert advisors paired with purpose-built technology — designed to protect you today and as you scale.
We are a team of insurance professionals, underwriters, and operators building the brokerage we always wished existed. One that puts clients first, embraces transparency, and uses technology to deliver a better experience — not just a faster quote.
Leadership
Meet our leadership team.
Davis Gilbert
Co-Founder & Managing Partner
Insurance executive with 15+ years in the industry. Davis saw firsthand how outdated tools failed both brokers and clients, inspiring him to build Summit.
Joshua Pillsbury
Co-Founder & Managing Partner
Josh is an underwriter turned insurtech founder. Founding Summit, he's an operations leader with a background in scaling tech-enabled services.
Eduardo Campos
Partner & Head of Sales
Sales leader with deep expertise across sales and insurance. Eduardo leads our sales strategy and client acquisition.
Sydney Kirkwood
Partner & Head of Finance
Financial strategist with expertise in scaling operations and financial reporting. Sydney provides the stability that allows our team to move fast and build boldly.
Kieran Knock
Head of Revenue Operations
RevOps strategist focused on optimizing our sales and client success processes. Kieran connects data, automation, and process to help Summit operate and grow at a national level.
Kandy Cantwell
Head of Group Benefits & Life
A former entrepreneur turned industry leader, Kandy is the engine behind our Group Benefits and Life division—bringing founder energy to an established practice.
Backed By
Partners in our mission.
We've attracted investors who share our conviction that the commercial insurance industry is ripe for transformation — and ready to support us in leading it.
Our Values
What drives us.
Transparency
We build trust through transparency. We are open and honest in our communication.
Sustainability
Our team, our partnerships, and our communities. We are in it for the long haul. Everything we create is built to last.
Ownership
We own our words and actions. We are accountable for outcomes, good and bad. We learn from our mistakes and celebrate our victories.
Impact
We think big. We strive to make an impact in everything we do, both in business and for social good.
Want to join the team?
We're always looking for talented people who want to help change how insurance works.
View open positions