Communities of place have long been a site of collaboration for community psychologists across multiple settings, issues, and change efforts. This symposium highlights multiple different ways community psychologists are working within one specific Chicago community area. It presents a holistic analysis of the challenges, complexities, intervention points, intersections, and considerations for collaboration. The West Side Chicago is the site of long struggles against structural racism but also a rich landscape of organization, university, and government change efforts. This presentation provides a framework for how community psychologists can better understand the historical, political, and institutional landscapes to more effectively improve population level outcomes and quality of life. The presentation has four distinct components. First, an examination of the history and political economy of Chicago’s West Side provides context for the complex ecology of challenges, assets, and opportunities. Second, an overview of programs, organizations, and assets are presented in order to examine individual-level change efforts designed to improve resident well-being. Next, an analysis of housing, community development, education, and justice system trends provide additional systems-level context for appropriate intervention points for community psychologists. Finally, an overview of the organizing and political landscape considers the potential for structural changes that impact the broad landscape of topics and issues previously discussed. It concludes with a discussion of how community psychologists use multiple frames for understanding community perspectives, considers the role of university-community partnerships, and how we could better align theories and practice to more effectively change structural conditions and improve individual and population-level outcomes.