In this article, we explore and discuss how educational trajectories relate to the overall learning lives of students. Sociocultural studies have examined the use of artifacts, cultural resources, and literacy practices as part of human development over time. Our interest is in how digital technologies create new possibilities for futuremaking in the intersection between formal and informal ways of learning. We will provide personal narratives of three young people who are deeply engaged in creative activities involving new technology: gaming, k-pop, and Lego robotics. The analysis shows how digital technologies and media practices become resources when young people are creating futures for themselves.