This lesson plan activity is used to debrief middle school students following enactment of Shawneen Morrison’s Slave Ship Simulation. The debriefing is designed to expand beyond factual and emotional awareness of the brutality of the slave trade a greater understanding of social and political factors that enabled the Peculiar Institution to legally, and then in practice, endure. It also serves as a foray into the concepts of Modern Racism and Institutional Racism. Supplemental primary source documents, including an audio taped interview with a former slave and revealing photos of a woman’s life on a plantation after emancipation, are included as support materials for the analysis. This debriefing is one of a suite of accessory lessons that can be used to expand or contract the centrality of the Slave Ship Simulation in a unit on slavery, racism, the Civil War, or the Reconstruction Era. I have included some of the ideas I highlight in italics for the teacher’s information. No doubt, many other directions could be pursued to bring the lesson into alignment with highlighted ideas in your curriculum. Common Core Standard references are denoted.