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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. Cover Whale offers easy, industry-leading insurance for commercial auto and trucking, aiding struggling drivers facing rising costs. Join us in the mission! The Role:  The Business Development Manager (BDM) – Retail, Midwest will report to the Retail Distribution Lead and will be responsible for managing a defined portfolio of retail distribution partners across the South-Central United States. The BDM will execute strategies to increase premium production, deepen engagement with existing Tier 1 and Tier 2 partners, and identify new high-potential relationships within the region. This role requires maintaining approximately 50% of time in-field travel across the Midwest, including but not limited to partners in Arkansas,...

Who is Cover Whale? Cover Whale is the nation’s leading commercial trucking insurtech. We improve road safety by combining the insurance products we sell with our telematics-based, data-driven driver coaching and safety program known as DriveSmart. Our program is proven to save lives while delivering better insurance for our drivers. For more information, please visit www.coverwhale.com .  Join us in the mission! The Role: We are seeking a highly analytical, technically strong Actuarial/Data Science professional to own and evolve our end-to-end reserving and predictive modeling capabilities. This role will maintain and enhance our Python-based reserving models while building predictive models using live telematics and claims data to drive pricing, cancellation strategy, and large loss detection. The position sits at the core of our underwriting and growth strategy, directly influencing dynamic pricing, loss ratio performance, and profitable expansion. This is a very...

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 Business Development professionals focused on our National Partners. The National Partners Business Development Associate (BDA) is responsible for turning distribution relationships into tangible economic value—activating the right partners, accelerating them toward consistent production, and continuously sharpening the portfolio to ensure growth is intentional, scalable, and repeatable. This role reports directly to the Director of Growth and Distribution Strategy. This role involves managing a portfolio of...

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. Cover Whale offers easy, industry-leading insurance for commercial auto and trucking, aiding struggling drivers facing rising costs. Join us in the mission! The Role We are rapidly expanding and looking to build a dynamic team of Business Development professionals, and are looking for a Business Development Associate located in the West Region (Washington, Idaho, Nevada, Arizona, Wyoming, Utah, or Colorado), working remotely on Pacific Time hours. Reporting to the Retail Distribution Lead, the Business Development Associate will support strategies aimed at increasing premium production in their region. This role involves managing smaller, established partners and newly onboarded partners, ensuring their successful...

Who is Cover Whale? Cover Whale is the nation’s leading commercial trucking insurtech. We improve road safety by combining the insurance products we sell with our telematics-based, data-driven driver coaching and safety program known as DriveSmart. Our program is proven to save lives while delivering better insurance for our drivers. For more information, please visit www.coverwhale.com .  Join us in the mission! The Role:  Cover Whale is seeking a high-energy, results-oriented Production Business Relationship Manager (PBRM) to serve as the critical "Operator" in our distribution engine. While our Business Development Associates (BDAs) hunt for new business and our Business Development Managers (BDMs) architect portfolio strategy, the PBRM is the bridge that ensures every indicated dollar has a path to binding. The mission of this role is to maximize the conversion of indicated and quoted opportunities into bound premium by proactively managing the post-indication...

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:  The Business Development Manager (BDM) – will report to the Retail Distribution Lead and will be responsible for managing a defined portfolio of retail distribution partners across a specific region. The BDM will execute strategies to increase premium production, deepen engagement with existing Tier 1 and Tier 2 partners, and identify new...

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,...