By 2050, an estimated 6.3 billion people or 66% of the world population will live in cities. Therefore, cities are in a high impact position regarding sustainability. The question is, how do we increase awareness of the sustainability challenge among these populations and gain citywide buy-in and multi-stakeholder collaboration to address this challenge? The Sustainable City Year Program (SCYP) at the University of Oregon offers one approach to tackle this issue by matching higher education institutions (HEI’s), with local and regional cities to address their sustainability related needs through publicly engaged scholarship. The objective of this research was to examine how SCYP contributes to strategic sustainable development (SSD). Our research methods included a peer-reviewed literature review, semi-structured interviews, surveys and further document review. Our sources included SCYP co-founders, partner city program managers, strategic sustainable development experts, and municipal planners from around the world. Our research suggests that SCYP creates a subtle paradigm shift towards sustainability among partner city staff and community members while accelerating practical implementation of sustainability related projects. Furthermore, the added layer of SSD concepts can increase the efficacy of this approach and allow the model to embrace a larger systems level perspective over time.