This chapter examines the complex legacy of figures like Christopher Columbus, juxtaposing his heroic image with the darker realities of colonization and its impact on Indigenous communities. It also delves into contemporary issues of homelessness in Los Angeles, particularly in Skid Row, emphasizing the historical and systemic factors that contribute to urban decay. The chapter advocates for innovative housing solutions and mental health care reform, reflecting on the evolution of societal attitudes towards these critical issues.