The news follows on from Cover Whale’s announcement earlier this year, that it was welcoming Darien Acosta as its new Chief Artificial Intelligence Officer.
In his new dual role, Siry will play a crucial part in steering the operational aspects of Cover Whale, overseeing its day-to-day functions.As COO, Darryl Siry will bring his wealth of experience to provide operational leadership, ensuring the efficiency and effectiveness of Cover Whale’s operations.
Simultaneously, as CTO, he will spearhead the development and delivery of cutting-edge insurance products and technology, aligning them with the evolving needs of policyholders and agents.Darryl Siry’s impressive background includes notable positions in both the insurance and technology sectors.
Prior to joining Cover Whale, he held influential roles at SiriusPoint and ProSight Specialty Insurance. His executive experience extends to renowned companies such as Tesla Motors and Fireman’s Fund/Allianz.
Cover Whale aims to leverage Siry’s expertise to further enhance its position as a leader in the commercial trucking and insurance industry.
“Darryl’s impressive track record of leading technology transformation and execution will bolster our culture of growth and innovation, as well as our ability to operationalize it for the benefit of our policyholders and agent partners,” said Dan Abrahamsen, CEO of Cover Whale.
“His expertise in the insurance and technology sectors will be instrumental in our ongoing efforts to transform the trucking insurance industry. I am confident that Darryl’s leadership and strategic vision will further drive the scalability of our products and technology infrastructure.”
Siry also commented, saying: “Cover Whale is the perfect example of how technology can drive insurance results and create value for customers and agents. Their unique approach to trucking insurance – leveraging cameras, telematics, AI and a streamlined online experience – results in an industry-leading loss ratio and efficient underwriting process.”
