This paper examines how a clinical experience in an alternative educational setting impacted both pre-service secondary teachers and the students with whom they worked. The participants were pre-service secondary teachers completing a clinical experience at a local agency that served a population of students for whom traditional school settings were not effective, as well as students at the agency. The results indicate that for the pre-service teachers, the experience allowed them to develop a deeper understanding of learner diversity and the importance of connecting to students. For the agency students, the interactions with the pre-service teachers provided them with additional academic support, as well as resources for post-secondary education. The agency students also recognized that they had the power to show pre-service teachers how to work effectively with students for whom traditional school settings are a challenge. The authors conclude with implications for pre-service teachers, agency students, and university and clinical site instructors, as well as practical considerations for developing such partnerships.