The authors present and illustrate the research staff ride—the re-creation of a historical event for the purpose of understanding organizational phenomena through observation, reflection, and discussion. Staff rides make unique contributions to research through the independent analysis of events outside organizations by content experts who collectively and concurrently reflect on retrospective data while experiencing context. Staff rides involve the examination of ordered sequences of contextually bound events and, thus, promote participants’ understanding of the dependence between past and future observations. In this article, the authors elaborate on the types of data, data collection procedures, and data analyses for research staff rides. Importantly, they discuss potential strengths and challenges associated with staff rides in qualitative research, along with ways to address these challenges.