ABSTRACT Racial justice organizations often operate in contentious and volatile environments with intense resource demands. This reality was especially apparent in 2020, when a global pandemic, social uprisings, and a relatively provocative presidential election drastically altered racial justice organizations' capacity to engage with their constituents. This paper details how we, a team of political science researchers, applied civically engaged research (CER) principles in collaboration with two local racial justice organizations to understand the strategic dynamics of social media outreach, particularly during hostile and challenging times. This paper advances collective and practical understandings of how CER can proceed, particularly as researchers navigate complexities such as defining reciprocity and developing partnerships. Further, we present five main lessons learned throughout our CER process. Overall, we highlight how CER can improve collaborations with vulnerable communities navigating challenging political environments and how CER can better inform academic research on the strategic dynamics of social media outreach.