In Michelle’s memoir, the South Side of Chicago stands as a symbol of her roots, shaping the woman she becomes. The South Side provides the setting for Michelle’s memoir and represents the foundation of her identity, values, and sense of community. Growing up in a tight-knit, working-class neighborhood, Michelle is deeply influenced by the people, culture, and challenges of the South Side. For example, she often recalls her father, Fraser Robinson, who worked tirelessly despite his battle with multiple sclerosis, embodying the resilience and work ethic central to Michelle's character.

The South Side, with its blend of pride and struggle, serves as a backdrop to Michelle’s early experiences with race, class, and social mobility. She recounts how her neighborhood began to change as white families moved out, leaving behind a predominantly Black community, shaping her understanding of social dynamics and racial identity. Even as she moves on to prestigious schools and eventually the White House, the South Side remains a touchstone for Michelle, grounding her in the lessons and values she learned there.

When visiting schools as First Lady, she often shares stories of her upbringing, reminding herself and others of the power of education and community support in overcoming obstacles.