Cover Whale Appoints Rachael Dugan as General Counsel & Corporate Secretary

NEW YORK, June 3, 2024— Cover Whale Insurance Solutions, Inc., a leading insurtech specializing in connected insurance for commercial auto, today announced the appointment of Rachael Dugan as its first General Counsel & Corporate Secretary. Rachael will lead all legal, compliance, corporate governance and regulatory affairs matters for the company and report directly to CEO Dan Abrahamsen.  Rachael will also be a member of Cover Whale’s executive team and serve as a key advisor on all legal and strategic initiatives to promote the Company’s continued growth and expansion.

Rachael brings a wealth of experience to Cover Whale, having served in various leadership roles within the insurance and private capital sectors, most recently as General Counsel & Corporate Secretary of Indigo Technologies Holdings LLC, an insurtech platform in the medical professional liability space, and Chief Legal Officer of SiriusPoint Ltd. (NYSE: SPNT), a global diversified (re)insurance business.  Prior to that, Rachael served as General Counsel & Chief Compliance Officer of Reverence Capital Partners LLC, a private capital fund specializing in the financial services sector, and Chief Strategy & M&A Counsel at Marsh McLennan (NYSE: MMC), a leading insurance and professional services company.

“I’m thrilled to be joining Cover Whale, a pioneering insurtech transforming the commercial trucking space through technology and innovation,” said Ms. Dugan. “With my experience leading the legal and compliance functions for large global businesses and building and scaling insurance businesses, I’m eager to help drive Cover Whale’s upward trajectory, reinforcing its commitment to innovation and driver safety.”

“Rachael’s leadership experience, diverse legal and regulatory expertise and her strategic and transactional background make her a perfect fit for Cover Whale at this stage of our growth,” said Dan Abrahamsen, CEO of Cover Whale. “Her contributions will be vital as we expand our connected insurance offerings and explore other potential growth initiatives.” 

About Cover Whale

Cover Whale, an insurtech founded by experienced insurance and technology veterans, focuses on technology, underwriting, and data to provide innovative insurance programs for the commercial auto industry. Operating as a managing general agent (MGA), the company currently has more than 15,000 in-force policyholders, ending 2023 with a $225M in GPW while maintaining industry-leading loss ratios. Cover Whale’s unique Driver Safety Program combines insurance coverage with telematics and real-time driver coaching to reduce claims, keep drivers safe and save lives on America’s roads. Cover Whale delivers its product through more than 4,000 active agents with the industry’s fastest, most agent-friendly online quote and bind experience. With a fundamental belief that safe driving should be rewarded, Cover Whale’s safest drivers save by receiving the best insurance rates in the industry. The company was named 2023 Insurtech of the Year by Program Manager, one of America’s Best Startup Employers on Forbes’ 2023 list, and more recently, the #3 insurtech to watch in 2024 by PropertyCasualty360. For more information, visit Stay updated with Cover Whale on LinkedIn, Facebook, Instagram, and our blog.

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