This inquiry leads students through an investigation of geopolitical relationships, particularly through an imperialistic lens. Focusing on the Philippines, students investigate the compelling question—how should we remember Emilio Aguinaldo?—in order to examine questions of foreign intervention, self-determination, and national sovereignty. By investigating the compelling question, students will examine the United States’ relationship with the Philippines and, likewise, apply historiographical thinking in assessing this time in history. By completing this inquiry, students will begin to understand how historical context shapes interpretation of geopolitical questions. Using Aguinaldo as a case study, this inquiry allows students to consider the factors impacting international relationships, as well as historical perspectives.