In this episode of the Tyler Tech Podcast, Jeff Dempsey, financial systems analyst for the city of Madison, Wisconsin, shares how the city modernized its payment systems to improve security, efficiency, and the experience for both residents and staff — a transformation that earned Madison a 2025 Tyler Excellence Award (TEA).
Recorded live at Tyler Connect 2025 in San Antonio, the conversation explores how Madison addressed PCI compliance challenges and outdated hardware by streamlining payments across in-person, online, and phone channels. Jeff walks through the city’s transition to a more connected payments ecosystem, including the role Tyler Payments, Resident Access, and Utility Access played in creating real-time visibility, simplifying reconciliation, and reducing reliance on disconnected tools.
Jeff also highlights the behind-the-scenes work that supported the rollout, from coordinating stakeholders and upgrading hardware to managing change for both staff and the community. The results include faster payment processing, significant growth in autopay adoption, improved cash management, reduced manual effort, and a more secure, user-friendly experience for residents.
Whether you support finance, IT, or digital services in government, this episode offers practical insight into modernizing payment operations, strengthening security, and using integrated solutions to create measurable efficiency gains across the organization.
This episode also spotlights Tyler Connect 2026, where innovation and collaboration take center stage. Taking place April 7–10 at The Venetian Resort in Las Vegas. Connect brings together public sector professionals from across the country to explore new solutions, share ideas, and strengthen communities. It’s a week dedicated to learning, connection, and imagining what’s possible for the future of government technology. Explore registration details and early bird pricing in the show notes to start planning your Connect 2026 experience.
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