Cassandra Madison

Cassandra Madison is a technology leader who helps public officials understand and engage with digital innovation. As executive director of the nonprofit Center for Civic Futures, Madison works to demystify AI and other technologies, and to show government leaders how the thoughtful use of these tools can help transform public service.

A nationally recognized leader in public-interest technology, Madison has two decades of experience in helping government deliver services with integrity and empathy while using modern tools. She speaks to municipal leaders about AI’s implications for how city and town halls will function going forward.

Madison was previously vice president of partnerships at the Tech Talent Project, where she worked with federal, state and local government agencies to expand their capacity for hiring technology talent.

Madison has also worked for the state of Vermont, where, as deputy commissioner for the Department of Health Access, she led the turnaround of the state’s Health Insurance Exchange and Integrated Eligibility System. She was involved in the digitization of Vermont’s eligibility determination process for public benefits, allowing residents to photograph their paperwork and upload instead of having to mail it or, in some cases, drive significant distances to submit their documentation in person.

Madison is also co-founder and CEO of Madison Insights, a consulting practice that helps mission-driven organizations build the teams, infrastructure, and capacity to deliver technology that improves lives. She is a senior advisor to the Federation of American Scientists and the Aspen Institute’s Financial Security Program, and serves as an independent board member at AidKit.