With coronavirus disease 2019 (COVID‐19) leading to ubiquitous changes across the education system, Tufts University School of Dental Medicine took advantage of their new, fast‐changing environment to foster engagement among faculty members regarding curricular modifications and their impact on assessment outcomes. A virtual curricular retreat was planned, where adaptations could be discussed through the lens of Miller's Pyramid. The retreat provided an opportunity for faculty to participate in a guided dialogue via a “think‐pair‐share” activity that resulted in documenting the outcomes of recent curriculum changes while allowing for reflection for future improvement.