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About O2 Insurance Services

O2 Insurance Services is a Canadian specialty commercial insurance brokerage built for businesses operating in complex and evolving industries. Our expertise lies in specialized commercial risks, we also provide complete insurance solutions that protect every aspect of your business—from commercial property and liability to fleet, and personal insurance for business owners.

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We focus on more than just insurance policies — we help clients identify risks early, improve operational safety, and protect their long-term success.

— The O2 Team

Who We Are

Built exclusively for transportation.

A Partnership Built for Growth

Whether you’re expanding into new markets, acquiring new assets, hiring employees, or taking on larger contracts, we’re here to help ensure your insurance program continues to support your business objectives. Because lasting partnerships create stronger businesses.

 Our Promise

At O2 Insurance Services, we measure success by the long-term relationships we cultivate. We promise to deliver expertise you can trust with tailored insurance solutions designed around your business. Together we will help protect what matters most today while giving your business the confidence to grow tomorrow.

Meet the Team

The people behind O2 Insurance Services.

A team built on decades of specialty transportation and commercial insurance experience — committed to protecting the businesses that keep goods moving across Canada and the U.S.

Michael Bennett

Michael Bennett

Vice President & Co-Founder

Michael is a 30-year veteran of the insurance industry, specializing in the trucking, transportation, automotive, and marine sectors. He has been closely involved in trucking and transportation his entire life – growing up around the family-owned trucking business. He is devoted to giving back to the industry, having served on many committees and the boards of directors of both the BC Trucking Association and the Canadian Association of Fleet Supervisors.

Bryce Walsh

Bryce Walsh

Product Champion, CIP

Bryce has spent 20 years serving clients in the insurance industry, working with both personal and commercial lines clients with a focus on specialty insurance. He has had the opportunity to work with many complex clients, listening to concerns and making sure their policies meet their needs. Throughout his career, Bryce has been involved with auto insurance in various aspects — personal, collector, and fleet auto.

John Smith

Director, Client Services

Leads O2's client experience across cargo and fleet operations. Focused on responsive service and long-term partner relationships.

Ready to find the right coverage?

Talk to a specialist who understands your industry — not just insurance.