This qualitative study centers on the career narratives of seven Black youth enrolled at an urban public school in the Midwest. We used critical race theory to analyze participants' responses to a narrative career counseling intervention, My Career Story (Savickas & Hartung, 2012). The four interconnected themes found were (a) persistence against all odds, (b) unconditional acceptance and connections, (c) self-advocacy, and (d) tranquility. We discuss direct implications for school/career counselors and school counselor educators.