This capstone describes how Interactive Planning, a methodology of Systems Thinking, was implemented to address complex organizational problems. The paper focuses on how a group of scholars from the graduate program of Organizational Dynamics in the School of Arts and Sciences at the University of Pennsylvania addressed the systemic problems of the International House of Philadelphia through the process of Situational Analysis, an activity of Idealization, which is part of Interactive Planning. Specifically, this capstone describes how the scholars analyzed the systemic environment of the International House of Philadelphia through eleven activities in order to address its challenges and synthesize a compelling argument for organizational change.