The Urban Resilience to Extremes Sustainability Research Network (UREx SRN) co-developed six future scenarios: adaptive scenarios to extreme flood events and transformative scenarios for the desired future of San Juan. Approximately 51 San Juan stakeholders, including practitioners, government representatives, and academics, worked together to define goals, strategies, and timelines to achieve the futures in each scenario. Synthetic outputs included future land use modeling, renderings, narratives, and qualitative resilience assessment. Later that year, hurricanes Irma and María hit Puerto Rico, and the scenarios developed were evaluated and refined in subsequent workshops using the insights on resilience and vulnerability highlighted by that hurricane season.