The University of Wisconsin Health network transformed their legacy web architecture, written in Java and hosted on premises, into a modern Jamstack approach. They replaced their homegrown CMS with Contentful as their primary CMS and used Netlify as their frontend build and deployment platform. The new site consists of three deployments: 10,000 pages across 2 locales on the main UW Health site, 3,000 pages on the patient portal, and 17,000 pages on 2 external health libraries. By using a monorepo with a shared component library, they achieved a single, atomic commit for updates, enabling swift deployment with confidence. The Jamstack approach also enabled them to use serverless functions to enhance dynamic capabilities, treat content as data, and achieve better editorial workflows. With the new architecture in place, the team is empowered to work together more effectively and explore newer technologies within the Jamstack ecosystem.