This article uses interaction analysis to examine an episode moment-by-moment of how a group of educators recognized and acknowledged that a specific design decision could be harmful for a historically marginalized population of students enrolled in the district. However, once a key change was made to be more culturally responsive and considerate, new and unexpected pedagogical challenges appeared. This case serves to illustrate some of the unexpected tensions that can appear in real-time when unanticipated questions about cultural relevance are foregrounded during lesson and materials co-design. It also serves as a reminder that educational technologies are not "race" neutral.