Simultaneously a symbol for the nation and a longtime major Black city without political representation, Washington, D.C., has appeared to many—in the words of blues poet Gil Scott-Heron—as “a ball of contradictions” between affluent white political elites “who come and go” and the predominantly Black poor and working-class “who’ve got to stay.” Perhaps nowhere is this entanglement better illustrated than the McMillan Plan’s Progressive Era redesign of “Imperial Washington” made possible by the racialized slum clearance of the Metropolitan Police Department’s “war on alleys” at the turn of the twentieth century.