Cover Whale

Shift your career into high gear.

Join the future of commercial trucking insurance.

Cover Whale has grown sustainably since our founding in 2019, and we’re looking for talented individuals to help us grow further and faster. And, our team is making our nation’s roads safer on a daily basis. Fact.

01/13/2026  
Who is Cover Whale? Cover Whale improves road safety by combining the insurance products we sell with our data-driven driver coaching and safety program. Our safety program is proven to save lives while delivering better insurance for our drivers. Recently acknowledged in Forbes as one of America's Best Startup Employers 2023 (forbes.com) .  We provide easy insurance options for our drivers at industry-leading insurance loss ratios for the insurance companies that support Cover Whale. The Commercial Auto and Trucking segment of the insurance industry badly needs our help and so do the hard-working drivers who have been struggling with ever-increasing insurance costs year after year. Join us in the mission! The Role The Business Development Associate (BDA) for Networks will report directly to the Networks Lead and serve as a critical partner in managing and growing Cover Whale’s aggregator and wholesaler relationships. In this highly collaborative two-person vertical,...
Cover Whale Remote (New York, NY, USA) Full Time
12/30/2025  
Who is Cover Whale? Cover Whale improves road safety by combining the insurance products we sell with our data-driven driver coaching and safety program. Our safety program is proven to save lives while delivering better insurance for our drivers. We provide easy insurance options for our drivers at industry-leading insurance loss ratios for the insurance companies that support Cover Whale. The Commercial Auto and Trucking segment of the insurance industry badly needs our help and so do the hard-working drivers who have been struggling with ever-increasing insurance costs year after year. Join us in the mission! The Role As an Underwriting Associate 1, you will be the first point of contact for policyholders and agents, providing essential phone support and assisting with general underwriting and service-related inquiries. This role is ideal for a detail-oriented professional looking to gain experience in underwriting, policy servicing, and customer support. You will...
Cover Whale Remote (New York, NY, USA) Full Time
12/24/2025  
Who is Cover Whale? Cover Whale is the nation’s leading commercial trucking insurtech. We enhance road safety by integrating our insurance products with our telematics-based, data-driven driver coaching and safety program, DriveSmart. Our program is proven to save lives while delivering better insurance for our drivers. For more information, please visit www.coverwhale.com . The Role: We are rapidly expanding and looking to build a dynamic team of Regional Business Development professionals. The Business Development Associate will report to the Senior Business Development Manager, Deputy Lead, and support strategies to increase premium production in their region. This role involves managing smaller, established partners and newly onboarded partners, ensuring their successful integration and growth. The Associate will also develop strategies for these partner cohorts and provide key insights on their portfolio's makeup during quarterly reviews.  If you’re excited...
Cover Whale Remote (New York, NY, USA) Full Time
12/24/2025  
Who is Cover Whale? Cover Whale is the nation’s leading commercial trucking insurtech. We enhance road safety by integrating our insurance products with our telematics-based, data-driven driver coaching and safety program, DriveSmart. Our program is proven to save lives while delivering better insurance for our drivers. For more information, please visit www.coverwhale.com . The Role: We are rapidly expanding and looking to build a dynamic team of Regional Business Development professionals. The Business Development Associate will report to the Senior Business Development Manager, Deputy Lead, and support strategies to increase premium production in their region. This role involves managing smaller, established partners and newly onboarded partners, ensuring their successful integration and growth. The Associate will also develop strategies for these partner cohorts and provide key insights on their portfolio's makeup during quarterly reviews.  If you’re excited...
Cover Whale Remote (TX, USA) Full Time
12/24/2025  
Who is Cover Whale? Cover Whale is the nation’s leading commercial trucking insurtech. We enhance road safety by integrating our insurance products with our telematics-based, data-driven driver coaching and safety program, DriveSmart. Our program is proven to save lives while delivering better insurance for our drivers. For more information, please visit www.coverwhale.com . The Role: We are rapidly expanding and looking to build a dynamic team of Regional Business Development professionals. The Business Development Associate will report to the Senior Business Development Manager, Deputy Lead, and support strategies to increase premium production in their region. This role involves managing smaller, established partners and newly onboarded partners, ensuring their successful integration and growth. The Associate will also develop strategies for these partner cohorts and provide key insights on their portfolio's makeup during quarterly reviews.   If you’re excited by...
Cover Whale Remote (New York, NY, USA) Full Time
09/17/2025  
Who is Cover Whale? Cover Whale improves road safety by combining the insurance products we sell with our data-driven driver coaching and safety program. Our safety program is proven to save lives while delivering better insurance for our drivers. Recently acknowledged in Forbes as one of America's Best Startup Employers 2023 (forbes.com) .  We provide easy insurance options for our drivers at industry-leading insurance loss ratios for the insurance companies that support Cover Whale. The Commercial Auto and Trucking segment of the insurance industry badly needs our help and so do the hard-working drivers who have been struggling with ever-increasing insurance costs year after year. Join us in the mission! The Role: Location: New York, NY (Hybrid) The National Partners Distribution Lead (NPDL) will be responsible for developing and executing strategies to drive premium production from Cover Whale’s largest and most strategically significant distribution partners...
Cover Whale New York, NY, USA Full Time