The scale, scope, privacy, ephemerality, and “amateurism” of prevailing modes of digital self-representation pose challenges for scholars seeking to understand these phenomena. In this chapter, we draw on our experiences as researchers and editors to outline methodological approaches that can address these challenges. We advocate for a “generous” critical engagement with digital life narratives that welcomes methods and concepts from other disciplines while reaffirming the ongoing commitment of auto/biography studies to an inclusive view of what counts as a “life” and what signs of life—however transient, fragmentary, and enigmatic—we are willing to learn how to read.