Caleb Winterburn | Canadian Aviation Insurance Broker & Commercial Pilot


Aviation Navigate Communicate
Aviation is one of the most rewarding things you can do, but aircraft ownership comes with a lot of decisions.
Welcome to PilotNavigate! I'm Caleb Winterburn, a passionate aviator with a commercial fixed wing and helicopter license and over 15 years of experience in aviation insurance handling more than 22,000 aircraft insurance policies.
Here, I aim to simplify the complexities of aircraft ownership and risk management for pilots of all levels. Whether a first-time buyer or an experienced operator, my goal is to share practical knowledge that empowers you to make informed decisions in the world of aviation.
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778-551-5316
Calgary, Canada
Helping Canadian aircraft owners protect what matters most. Whether you're buying your first Cessna, insuring a helicopter, operating a flight school, or managing a commercial fleet, my goal is to provide practical advice backed by real aviation experience. If you're looking for an aviation insurance broker who understands flying because they fly too, I'd love the opportunity to help.









