The study implemented a qualitative and holistic approach to investigation, including the use of open ended interviews, informal conversations, and participant observation across various relevant educational contexts. This resulted in the generation of rich, qualitative, and situated data about the subjective lived experience of children and their parents as they traversed social realities in which the digital is occupying an increasingly large place, and where it is increasingly experienced as threatening to their wellbeing either as individuals or as family units. The study found that for many, parenting in this context emerges as an ethical practice in and of itself, with parents across socioeconomic brackets experiencing a growing anxiety in relation to present and future use of digital technology by their children. Existing anxieties seemed augmented by the implications of the COVID19 pandemic, as well as the rapid introduction of generative AI models (such as ChatGPT) to social life, and the public discourse accompanying this introduction. Specifically, it appears that these factors combine to evoke in many parents a sense that the future is becoming more opaque, less knowable, and hence more threatening. Reactions to this were reveled to be varied, raging from a stark rejection and attempt to distance children from any use of technology or digital media, to an encouragement of children to become “experts” in the field.