Abstract Top-down technical or engineered solutions to deal with flood control such as channelization are increasingly unaffordable. We explored how community leaders’ frame the concept of risk, particularly due to flooding, and documented bottom-up rather than top-down solutions within the context of Hurricane Maria and the current financial crisis. This research aimed to interview environmental conservation organizational leaders to assess the broader question of what makes San Juan livable, and the role that flooding risk management plays in defining livability. Their perception of bottom-up approaches for flood control, including the role of green infrastructure, is of particular interest given the infeasibility of current engineered measures and their history of short term local coping strategies. Our research team frames the research using structural versus non-structural solutions to explore to what extent community leaders draw upon green visions of the city or emphasize transitioning towards strategies more closely aligned with ecological processes and functions. The research results help to inform current efforts of local community engagement about alternative solutions to channelization and other urban flood management measures.