Cover Whale trucking insurance.

Better coverage for America’s truckers.

Protect your policyholders with the best of the best.

Track Our Growth

Cover Whale Expands C-Suite with New Chief Operating & Technology Officer

Industry veteran, Darryl Siry, joins AI-driven commercial trucking insurance provider and insurtech as COO/CTO.

Cover Whale Introduces Bob: An AI-Powered Chatbot Revolutionizing Commercial Trucking Insurance

Bob leverages the power of ChatGPT to improve customer support speed and precision in the fast-growing insurtech industry.

Cover Whale Introdudes an ELD Telemetry Data-Sharing Option for Policyholders

Now offering more flexibility to policyholders when securing coverage and complying with its requirement for on-the-road telemetry data sharing.

Better for Truckers. Faster for Agents.

Cover Whale offers a full suite of commercial auto insurance products to our nation’s safest truckers, providing coverage for their liability, cargo, vehicle, and other risks involved in owning and operating a single semi truck or small fleet.

We work with select insurance agents who are dedicated to finding and securing the best-fit, best-priced insurance coverage for their trucking clients.

Agents working with Cover Whale are more productive because we offer the most agent-friendly quoting platform in the trucking insurance industry, providing instant policy quotes and same-day binding.

Our policyholders have a proven track record for safety thanks to our industry-leading telematics and real-time safety coaching, helping them get more done, and helping everyone get home safely.​

screenshot of the Cover Whale Driver Safety Program video

Our Driver Safety Program

Best-in-class telematics devices protect truckers and make roads safer for everyone. Our Driver Safety Program can also enable us to offer our safest drivers up to a 30% discount on their premium after a year of safe driving. Learn more and get answers to some of our most frequently asked questions.

Cover Whale is going coast to coast

Select a state to learn more about the truck insurance policies we offer in each state. We’re rapidly expanding our coverage to serve our nation’s truckers better. Don’t see us in a state you need? Join our email list to be the first to know when we pull into town.

Tap a state to learn more about the truck insurance policies we offer in each state. Pinch to zoom in. We’re rapidly expanding our coverage to serve our nation’s truckers better. Don’t see the coverage you need in your state? Join our email list to be the first to know when we pull into town.

Status Key

Let's grow together.