Youth organizing work benefits young people in myriad ways, equipping them with the skills and dispositions to organize around the systemic inequities and policy decisions that threaten their communities. The findings from this life histories study in the Philadelphia Student Union (PSU) reveal that the organization's collectivist leadership model engaged young people in developing leadership capacity among the PSU membership, participating in consensus-based decision-making and embodying positive representations of PSU in their daily lives. Together, these activities allowed them to define and redefine the group's internal and externalized organizational identity. In this cyclical process, young people came together to support a context that sustained individuals' identity work through an inclusive and mutually empowering model of leadership development.