Oleg Ryaboy is recognized in the technology community as a builder of resilient platforms, with a consistent track record of driving growth through AI, cloud, and data-driven modernization. He is a seasoned technology executive with over 25 years of experience across e-commerce, payments, digital manufacturing, healthcare, and retail. Known for translating complex business challenges into decisive technology strategies, he brings a rare combination of architectural depth, innovation leadership, and enterprise-scale execution.

Oleg has held transformative CTO roles at leading organizations. He served as CTO at Protolabs, one of the world’s leading digital manufacturers for regulated industries like medical and aerospace with clients including Medtronic, Boston Scientific, NASA, and SpaceX. Prior to that, he spent over a decade at Digital River as CTO, where he architected a platform shift to microservices and embedded AI and ML into core business functions, powering storefronts for enterprises such as Nvidia, Microsoft, and Autodesk. Earlier in his career, he held technology leadership roles at CVS MinuteClinic, CVS Health, and Target Corporation, spanning healthcare technology and large-scale retail platforms.

As an Advisory Board Member, Oleg Ryaboy brings Zimetrics a deep command of enterprise technology transformation, AI integration, and platform engineering at scale. He provides strategic counsel to help navigate the intersection of product engineering, data, and digital innovation, areas central to Zimetrics’ mission. Oleg is committed to helping Zimetrics accelerate its clients’ journeys from technology potential to measurable business impact.