This aim of this article is to account for the resilience of adolescents who are challenged by structural disadvantage and to highlight that how adolescent resilience is accounted for depends on whether adolescent or adult views are foregrounded. To do so, I report a South African phenomenological study. I draw on a thematic content analysis of qualitative data and subsequent frequency count of the themes to contrast how 385 Black adolescents and 284 adults (who educate or provide services to youth) explain what enables adolescent resilience in the face of structural disadvantage. Adolescent and adult explanations differed substantially with regard to personal strengths, family support, and education pathways. These differences reflect conceptualizations of resilience, which are probably related to developmental stage and cultural fluidity and which caution that, despite adult perspectives being valuable, societies need to prioritize adolescent insights.