Drawing on data from a multi-year digital storytelling project, this comparative case study offers portraits of two emerging authors”one a child and the other a young adult”who used multiple media and modes to articulate pivotal moments in their lives and reflect on life trajectories. The conceptual framework blends recent scholarship on narrative, identity, and performance, with an eye towards fostering agency. These cases demonstrate how digital storytelling, in combination with supportive social relationships and opportunities for participation in a community based organization, provided powerful means and motivation for forming and giving voice to agentive selves.