Summary
John Cappiello is a seasoned technology leader and co-founder currently serving as CTO of Vellum Insurance, where he applies AI to help the (re)insurance industry unlock data and manage emerging risks. With over 25 years in product and engineering leadership, he previously scaled HealthVerity’s platform as CTO, enabling privacy-compliant healthcare data exchange and supporting the federal COVID-19 response via a FedRAMP-authorized deployment. He has a track record of building and operationalizing large data ecosystems, driving cross-functional teams from early product experiments to regulated, production-grade systems. John blends hands-on engineering instincts with business-led product strategy, having led product, BD, and ops roles at startups and public-company environments. A lifelong builder and regional startup booster in Philadelphia, he favors pragmatic solutions that balance innovation, compliance, and measurable customer value. Less obvious: he moves fluidly between low-level technical work and executive strategy, often founding or advising ventures to prototype new product ideas before scaling them.
21 years of coding experience
22 years of employment as a software developer
Deerfield Academy
University of Maryland
Japanese, English