This report synthesizes the responses to 63 challenging questions into 12 topic areas. Transportation agency members were asked to answer with the context of 10 to 20 years of the future in mind. In synthesizing these responses, this publication aims to bring together and update the transportation community on the fluid challenges transportation agencies may face in the future. The 12 synthesized topics are as follows: Transformational Technologies and Services, Serving a Growing and Shifting Population, Energy and Sustainability, Resilience and Security, Safety and Public Health, Equity, Governance, System Performance and Asset Management, Funding and Finance, Goods Movement, Institutional and Workforce Capacity, Research and Innovation.