This article reports on the second stage of a 7-year community-based research project involving service-learning students in technical and professional communication courses and nonprofit organizations in Baltimore City. The article explains how students and community members overcame failure to collaborate on literacy and employment workshops. To assess collaboration, researchers integrated usability testing on workshop resources with 15 (N = 15) participants, postworkshop questionnaires with 34 (N = 34) participants, and interviews with 2 (N = 2) community partners. Participants responded positively, and 47% of workshop attendees found jobs. The article argues that community-based research should use participatory and iterative models and resilience theory.