Emerging concepts, such as Mobility as a Service (MaaS), could evolve to provide sustainable mobility, especially in densely populated urban areas. However, recent studies highlight the challenge of evaluating how the complex interactions of user demographics, mode choice, vehicle automation, governance, and efficiency will impact the sustainability of future mobility. Given this challenge, this research identifies a whole system (STEEP - social, technical, economic, environmental, and political) framework as essential to assess the overall sustainability of emergent urban mobility systems such as rideshare. The need is a single tool that can rapidly explore the long-range sustainability impact of such alternative future mobility scenarios for a given city region. This paper documents enhancements made to Impacts 2050, a strategic-level model of urban mobility, to address this need, including updates to the statistical travel behavior model and the addition of rideshare including trip occupancy. Results obtained with the enhanced Impacts 2050 showed that, while rideshare use increased significantly for some scenarios, its overall mode share remained limited. In addition, though rideshare enabled users to shed car ownership, the overall percentage increase of “no car ownership” was low. An urban mobility sustainability scorecard based on STEEP and generated by output from the enhanced Impacts 2050 is presented.