Home / About Us

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, and we provide complete insurance solutions that protect every aspect of your business—from commercial property and liability to fleet and personal insurance for business owners.

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 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.

Our Approach

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

Specialty Commercial Insurance

Our Approach

More than a policy — a partnership.

We help clients identify risks early, improve operational safety, and protect their long-term success — with tailored insurance solutions built around each business.

Identify Risks Early

We get ahead of problems by spotting exposures before they turn into claims.

Improve Operational Safety

Safer operations mean fewer losses — and better insurance outcomes year after year.

Tailored Solutions

Every program is built around your business — not pulled from a template.

Long-Term Partnership

We measure success by the relationships we keep, not just the policies we write.

Our Promise

We measure success by the long-term relationships we cultivate.

The O2 Promise

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.

Credentials & Affiliations

Backed by industry-recognized credentials.

Our team is licensed, regulated, and actively engaged with the associations that shape the Canadian transportation and insurance industries.

Regulator

RIBO

Registered Insurance Brokers of Ontario — our licensing and conduct regulator.

Association

BC Trucking Association

Our leadership has served on the board of directors, helping shape industry standards.

Professional Network

Canadian Association of Fleet Supervisors

Actively engaged with the national community of fleet and transportation professionals.

Remote Career Counseling
Flexible Payment Options

Pay monthly with Bamboo Premium Financing

Don’t want to pay your policy premium up front? You don’t have to. Through Bamboo Premium Financing, you can spread the cost of your coverage into affordable monthly payments, with fast approvals, fair rates, and a friendly Canadian team behind every application.

  • Fast approvals so your coverage starts without delay
  • Affordable interest rates built for the Canadian market
  • Manageable monthly payments with no lump sum required

Financing is provided by Bamboo Premium Financing Inc. Approval, terms and rates are determined by Bamboo and are subject to credit review. Bamboo Premium Financing Inc. is affiliated with Optiom Inc. O2 Insurance Services Inc. through common ownership.

Ready to find the right coverage?

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