Service-learning that targets issues of injustice within a community shares the goal with institutions of higher education of helping students become transformational citizens who deeply question and try to change unjust and ineffective social systems. Unfortunately, challenges to growing and sustaining service-learning pedagogy at institutions of higher education are many. This project discusses challenges and makes recommendations based on a pilot mentoring program at an urban, four-year university in the Northeast for faculty interested in integrating service-learning into their curriculum.