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This qualitative study took a phenomenological approach to examine undergraduate teaching assistants’ experiences with CARE Now, a service learning after-school program. The purpose of this study was to identify impacts of the service learning program on the teaching assistants through semi-structured interviews. This study expands on prevalent service learning research by exploring students who are leading their peers in a service learning project. Findings suggest that internal motivations, personal challenges and support, resiliency, contextual challenges, transformational experience, growth, and advocacy are all perceived impacts teaching assistants encounter. Suggestions for future research are provided.