This teaching note describes how a school of social work adapted Objective Structured Clinical Examinations (OSCE) during the COVID-19 pandemic to an online live-streamed format, providing students the opportunity to engage in this experiential learning activity despite pandemic-related limitations. A step-by-step process for developing online OSCEs is described, highlighting three key areas - planning, training, and implementation - and the significance of developing a community of practice. Reflections from our team on promising practices for conducting a live-stream OSCE, and insights from the perspectives of simulated clients (n=4), and experienced OSCE raters (n=6) are shared. Implications are described to support future teaching as educators are compelled to continuously prepare social work students for the online realities of practice beyond COVID-19.