Capturing the multidimensionality of a bounded social-environmental system (SES) presents a range of challenges to interdisciplinary researchers due to the need to integrate divergent scientific paradigms, scalar data, and social theories. Contemporary Arctic circumpolar SESs studied under conditions of rapid and unprecedented climatic, ecological, economic, and sociopolitical change, defy any singular established methodological approach that aims to schematize and interpret the system for decision-making purposes. As a small interdisciplinary team working within a large Arctic SES modeling effort, we have found that developing systems models to support resilience in the Arctic requires an understanding of system dynamics that is attentive to holistic indicators of change, measured both quantitatively and qualitatively. Using the Alaska North Slope Borough as a case study, we apply three convergent frameworks to capture significant dimensions of the system for improved problem definition in confronting the challenges of Arctic climate change. We describe contemporary “oil and gas” social-ecological system components and dynamics, the historical processes and transformations that fundamentally altered the system, and the scientific projections for the most likely catalysts of future change. This analysis results in a typology for defining subnational Arctic hydrocarbon SESs. We conclude that the future of oil and gas development as a policy pathway in different locations experiencing rapid climate change can be evaluated when difficult-to-quantify variables are included.