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There is much to learn about the lived experience of sport participation in later life for older women. This qualitative study explored the experiences of 18 women volleyball players, ages 70 years and older. Four themes emerged from an inductive analysis of in-depth, semistructured interviews: (a) seeking and enjoying optimal challenge, (b) demonstrating physical competence through skill mastery, (c) commitment to continue playing while navigating declining competence, and (d) connection with teammates and positive reinforcement. Following the inductive analysis, the themes were analyzed using personal assets frameworks as lenses through which to further understand how these women’s psychosocial development through sport compared with youth and Masters sport. Challenge, competence, connection, and commitment to continue were salient personal assets identified for these women. Researchers should continue to explore how positive sport development across the lifespan can be both universal and nuanced for diverse cohorts of athletes.