ABSTRACT Working collaboratively with youth who live on the margins in recreation and sport research provides unique opportunities and challenges for both participants and researchers. This paper aims to highlight methodological challenges from a recent collaborative sport and recreation research project with youth in a Western Canadian city. Guided by key principles of youth-led participatory action research (YPAR), we discuss challenges with (a) power-sharing and mutual respect, (b) development of meaningful connections, and (c) facilitating space for youth voice. Our intent is not to offer simple, all-encompassing solutions to such challenges, but to outline the processes of how our team negotiated such challenges. The insights gained through our work may provide practical tools for researchers and community members interested in working with and engaging in research with youth at risk to address social injustices.