In this episode, host Stephen Goldsmith is joined by MIT Professor Sarah Williams and Boston CIO Santi Garces to explore the ways that generative AI is transforming how cities - and residents - use data. Williams shares insights from her work at the Civic Data Design Lab, discussing how GenAI can help make sense of vast amounts of qualitative data, from city council minutes to community feedback. Garces reflects on the opportunities and challenges of integrating AI into municipal decision-making and civic engagement. Together, they highlight the potential for community-driven, small language models that empower residents and make city services more transparent and effective.