Currently, much of the literature surrounding Black politics in the 1920s and 1930s understates the role that Black citizens and politicians played in challenging Jim Crow and white supremacy at the national level. Instead, different factors like the “cage” that white Southerners placed on Civil Rights legislation or the influence that New Deal programs had on electoral decisions in the Black community. After realignment, Black Americans and their allies were then able to launch more effective challenges against white supremacy. Although these narratives contain much explanatory power, oftentimes they overlook critical aspects of Black politics during this period that complicate this narrative. Examining the career of Oscar DePriest, the first Black congressman elected in the twentieth Century, this article argues that Black citizens and their representatives were able to explicitly affect politics at the local, state, and federal levels through DePriest’s career prior to realignment.