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Canada’s first online, telematics-rated transportation insurance.

Instant quoting, real-time policy management, and coverage priced against how your fleet actually operates — powered by our partnership with Fleet Operate.

Telematics & AI

Insight that extends beyond location.

The transportation industry is evolving faster than ever. Modern fleet management tools — including telematics, AI-powered analytics, and real-time vehicle monitoring — provide valuable insights that extend far beyond vehicle location. By analyzing driving behaviors, these technologies help identify risks before they become costly incidents.

Behavior 01

Speeding

Speed patterns analyzed across your lanes and unit types.

Behavior 02

Harsh Braking

Braking events flagged before they turn into claims.

Behavior 03

Rapid Acceleration

Aggressive acceleration patterns surfaced per driver.

Behavior 04

Idling & Route

Idle time and route efficiency tracked across the fleet.

Our Approach

At O2 Insurance Services, we understand the unique challenges of managing commercial fleets. Whether you oversee a handful of service vehicles or a large transportation operation spanning Canada and the United States, we’ll help you build an insurance program that aligns with your fleet management strategy, safety objectives, and budget.

Fleet Size
A handful of service vehicles to large operations
Coverage
Canada and the United States
Aligned To
Your fleet management strategy
Built For
Safety objectives and budget
Our Partnership

Partnered with the industry-leading platform: Fleet Operate.

O2 Insurance Services can provide an instant quote for your fleet. Whether you are looking for a quote, updating or issuing a policy, your insurance is active in real time. Update the size of your fleet instantly without waiting to hear back from your broker.

Who we serve · What we cover

Target Audience

Target Audience

  • Vehicles with NSC numbers
  • Fleets 5 vehicles or more
  • Local and regional transportation companies
  • Canadian-domiciled businesses
  • Contractors and trades
  • Service and utility fleets
  • Private carrierw
  • Long-haul operations
  • Cross-border transportation
  • Passenger transport
Coverage Available

Coverage Available

  • Commercial General Liability
  • Accident Benefits
  • Direct Compensation — Property Damage
  • Collision
  • Comprehensive
  • Motor Truck Cargo

Getting Started

How Fleet Operate Works.

01

Register your business

Register your business with Fleet Operate.

Sign up →
02

Upload your fleet

Upload your vehicles, drivers, permits and upcoming maintenance.

03

Purchase & manage

Once the software is populated to your liking you can purchase your insurance while you manage your fleet in real time.

Our Solutions

Commercial fleet solutions, built for how you operate.

One Program

Our commercial fleet solutions are designed for private passenger fleets, long-haul trucking companies, construction and utility vehicles, service fleets, delivery operations, and private carriery serv. Instead of managing multiple individual auto policies, fleet insurance brings your vehicles under one comprehensive program — simplifying administration while often delivering more competitive pricing through real-time risk assessment.

Your Priority

Whether your priority is reducing downtime, improving operational efficiency, managing insurance costs, or supporting a culture of safety, our team is here to help you develop a Commercial Fleet Insurance solution that keeps your fleet moving with confidence.

Ready to find the right coverage?

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