“Resilience” is increasingly becoming a popular concept in the field of climate and disaster science, with researchers and practitioners from different fields defining it in slightly different and nuanced ways. Since, resilience is necessarily a characteristic that evolves over time, to measure and monitor resilience must therefore consider its dynamic aspect. In the context of community resilience, a system dynamics approach could help discern and diagnose structures that lead to degrading or enhancing the performance of city subsystems over time. An inter-regional collaboration was developed between the Riga Technical University (RTU) and the Ateneo de Manila University (ADMU), for the purpose of joint research on the development of systems thinking approaches and quantitative dynamic methods for characterizing resilience, leading through a comparative study of Riga and Metro Manila.