Summit Commercial Insurance Solutions

Careers

Build what's next in insurance.

Technology that cuts the noise, accelerates your workflow, and lets you focus on what you do best: building. We're building the future of Canadian commercial insurance alongside the country's top talent. The foundation is laid, the momentum is real, and we're looking for the next wave of builders to scale with us.

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Why work at Summit?

Technology that cuts the noise, accelerates your workflow, and lets you focus on what you do best: building.

Competitive Compensation & Ownership

Build a generational company, and own a piece of the legacy. We pair high-impact performance incentives and stake in the company with an industry-leading RRSP program to fuel your life now and your future later.

Path to Partnership

A clear, accelerated trajectory for those ready to take an active role in steering the firm's future. Stay for the long haul and shape where we go.

Health & Wellness

Extended benefits for you and your family, a Healthcare Spending Account to use how you see fit, and a culture that prizes high-impact work and sustainable rhythms, not burnout.

Hybrid by Design

A flexible work model built to support your lifestyle, ensuring you have the space to focus and the environment to thrive.

Grow with Us

Skip the ladder and be in the room where decisions happen. We invest in you with fully funded professional development.

Your Time, Protected

Generous vacation, dedicated personal days, and extended company holidays.

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.

Where We Work

Inspiring spaces, coast to coast.

The Block exterior with mountain and lake views

Kelowna — The Block

Located at Bernard and St. Paul, The Block is Kelowna's premiere smart office. With floor-to-ceiling lake views, a tenant-exclusive rooftop patio, secure bike storage & end-of-trip amenities, it's a space designed to inspire.

Richardson Building conference room

Winnipeg — The Richardson Building

An icon at Portage and Main, The Richardson Building offers ultimate connectivity. Enjoy direct access to the city's concourse, a state-of-the-art fitness centre, golf sim, and a prestigious environment in the heart of the downtown hub.

Meet the Team

Built by us, for us. We believe our strength lies in our differences, but our magic is in how we work together. We've built a culture where collaboration beats politics, and our people thrive. Coast-to-coast adventures and a celebrations calendar that reflects what actually matters to our people, not the standard corporate playbook. We all build the culture with humans we actually enjoy.

Office culture
Team collaboration
Team celebration
Office discussion
Team unity
Summit branding
Team outing
Team meeting

What sets us apart is the quality of people we attract and how we work together. Every team member brings authentic perspectives, and we've intentionally built a culture that celebrates those differences while staying laser-focused on impact. Our collaboration model means you're in the room where decisions happen from day one—no corporate theater, just humans who genuinely want to work together.

A Message from Our Founders

Hear directly from Davis and Josh about why we started Summit and what we're building.

Ready to join our mission?

Browse our open positions and join a team that's revolutionizing commercial insurance in Canada.

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Built for growth. Backed by clarity.

Talk to Our Team