TRANSPORTATION & CARGO INSURANCE · CANADA & U.S.

Specialized Protection. Strategic Advice. Driven to Protect

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, while providing complete insurance solutions to protect every aspect of your business and life—from complex commercial risks to personal insurance for business owners; O2 is driven to protect you.

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Licensed nationwide

Member of the Optiom Group

Response within 1 business day

OUR SERVICES

Driven to Protect

O2 Insurance Services offers Canada’s 1st real-time insurance platform — designed by transportation professionals, for transportation professionals. We take a modern approach to insuring your transportation business, moving away from spreadsheets and using telematics to rate your fleet based on its actual use.

Transportation Insurance

O2 Insurance Services is proud to offer Canada's 1st online, telematics rated transportation insurance platform. Get coverage in a click, whether your fleet is local delivery all the way to long haul with U.S. exposure — O2 Insurance Services has got you covered!

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Fleet Operate

An all-in-one, end-to-end risk management platform designed for the transportation industry that digitizes driver management, vehicle maintenance and insurance in one place.

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Deductible Buydown

Unexpected claims can have a significant financial impact. Discover how a flexible deductible solution can reduce out-of-pocket costs, minimize operational disruptions, and provide greater confidence when the unexpected happens.

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“We don’t sell standardized policies. We design coverage around the unique needs of every client.”

— O2 Insurance Services Inc.

ABOUT US

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.

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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

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

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.

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