High-tech GIS is thriving in a city founded in 1565. The quaint historic city of St. Augustine, Florida is running today on geospatial information that enhances operations, improves decision making, and provides better public service. The city needed a technology enhancement by converting from a personal geodatabase for their GIS to one based on central enterprise. Jones Edmunds was selected to put together a plan and a strategy for implementation. To begin this information upgrade, we attended multiple on-site meetings with city personnel to discuss current work and data flows and our team delivered thorough recommendations to streamline a once cumbersome, inefficient process. After rolling out an upgrade to software, new servers, and training, St. Augustine was able to make well-informed decisions and better serve its residents as well as its many visitors.