This episode of the Tyler Tech Podcast features Jeff Dempsey, financial systems analyst for the city of Madison, Wisconsin, sharing how the city modernized its payment systems to improve security, efficiency, and the experience for both residents and staff. Jeff discusses Madison’s shift from fragmented tools and outdated hardware to a more connected, streamlined payments approach that strengthened PCI compliance, simplified reconciliation, and improved visibility across in-person, online, and phone payment channels. The conversation highlights how cross-department collaboration and thoughtful change management helped deliver measurable operational gains — an approach that earned Madison a 2025 Tyler Excellence Award. Tune in to learn how modernizing government payments can strengthen public trust, reduce manual work, and create a better service experience.