Derek Cummins

Background

About Derek Cummins

Over the past 19 years, I have built a career at the intersection of entrepreneurship, innovation, and leadership, holding senior management and board-level positions across multiple European territories. As a seasoned CEO, I have successfully led multimillion-euro businesses, driving growth and transformation for renowned industry brands such as O2, Dimension Data, and Solera. My work with leading insurers like Allianz, Generali, AXA, and VIG has been defined by a commitment to delivering cutting-edge, imaginative technology solutions that redefine industry standards. In 2017, I embraced my passion for entrepreneurship by co-founding PetExpert, a fully digital pet health insurance provider. As CEO, I combined my expertise in innovation with my deep love for animals to build a multimillion-euro business that expanded across four countries. PetExpert was born out of a vision to revolutionize pet health insurance, leveraging technology to create a seamless, customer-centric experience while advocating for animal health, rights, and welfare. In December 2022, PetExpert Europe was acquired by Trupanion, Inc, the leading pet health insurer in North America—a testament to the innovative approach and success of the business. Today, I continue to lead PetExpert Europe as CEO, championing entrepreneurship and innovation in the pet insurance industry while remaining dedicated to improving the lives of pets and their owners.