Ryan Gross is a seasoned technology leader with 15 years of experience building data-driven, cloud-native systems and leading teams to operationalize AI at scale. Currently Head of Anthropic Engineering at Caylent, he runs an internal startup bringing agentic AI to customers and shaping the next generation of software engineering with AI-native building blocks. His background spans hands-on architecture and delivery roles—from designing enterprise IoT and data lake platforms to leading Data & Applications and Data Practice functions—bridging strategy, execution, and people development. He favors simple, experimental beginnings that evolve into robust data platforms powering ML, and he emphasizes learning and mindset change so organizations retain capability beyond any single model. Trained in computer engineering and computer science at Notre Dame and UIUC, he pairs deep technical chops with consulting-level client impact across industries like healthcare, manufacturing, and insurance. A practical innovator, he has driven patent-pending work and large cross-functional programs while consistently turning complex problems into deployable, iterative solutions.
15 years of coding experience
10 years of employment as a software developer
Non-Degree Medical Informatics, Non-Degree Medical Informatics at Northwestern University
BS Computer Engineering, BS Computer Engineering at University of Notre Dame
Masters Computer Science, Masters Computer Science at University of Illinois Urbana-Champaign
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