When Italian leader Benito Mussolini and Adolf Hitler became cozier and more acquainted with one another, Europe found itself embroiled in a new wave of fascism that would spark a second World War. But in order to understand how a country revered for its art, culture, and gastronomy would be attracted to such a reprehensible ideology, the focus needs to shift to Italy’s position vis-à-vis the British Empire within the imperial system and interwar global order. As hosts Yousuf Hasan and Liam Clifford learn from recent History MA graduate Jessi Gilchrist, Anglo-Italian relations in the 1920s and 1930s must be scrutinized for their mutually shared imperial ambitions. The insightful conversation that ensues opens up discourse on how twentieth-century notions of empire world blurred the line between fascism and “democracy,” leading Italy to become an Axis power.