This study explored incidents in schools involving the controversial campaign slogan, Make America Great Again (MAGA). Using a cartography of controversies approach, we located news reports to understand how educators, students, and families engaged with MAGA as a cultural symbol. In addition to mapping the location of each incident and grade level, we interpreted news reports through a cultural studies lens during weekly meetings. While discussing MAGA related incidents in schools we scripted a blogcast as we worked thematically with data. Our interpretations coalesced into three key findings. First, MAGA’s symbolism, as an extension of Trumpian rhetoric, aroused emotions. Second, actors wielding the symbols exhibited entitlement racism. Third, those provoked to act in response to fear and anger faced a double-bind—they were at risk of punishment for reacting to MAGA and at risk of harm (i.e., political trauma) if they ignored it. We discuss the implications of the findings for educational leadership and offer recommendations for future research.