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Children are exposed to technology at home and school at very young ages, often using family mobile devices and educational apps. It is therefore critical that they begin learning about privacy and security concepts during their elementary school years, rather than waiting until they are older. Such skills will help children navigate an increasingly connected world and develop agency over their personal data, online interactions, and online security. In this paper, we explore how a simple technique---a ''Would Your Rather'' (WYR) game involving hypothetical privacy and security scenarios---can support children in working through the nuances of these types of situations and how educators can leverage this approach to support children's privacy and security learning. We conducted three focus groups with 21 children aged 7-12 using the WYR activity and interviewed 13 elementary school teachers about the use of WYR for facilitating privacy and security learning. We found that WYR provided a meaningful opportunity for children to assess privacy and security risks, consider some of the social and emotional aspects of privacy and security dilemmas, and assert their agency in a manner typically unavailable to children in an adult-centric society. Teachers highlighted connections between privacy and security dilemmas and children's social and emotional learning and offered additional insights about using this WYR technique in and beyond their classrooms. Based on these findings, we highlight four opportunities for using WYR to support children in engaging with privacy and security concepts from an early age.

With the rapid shift to remote learning in the early days of the COVID-19 pandemic, parents, teachers, and students had to quickly adapt to what scholars have called emergency remote learning (ERL). This transition required increased reliance on digital tools, exacerbating privacy and security threats associated with expanded data collection and new vulnerabilities. In this study, we adopt a sociotechnical and infrastructural perspective to understand how these threats emerged through breakdowns and tensions in elementary school ERL. Through interviews with 29 US-based teachers and parents of elementary school students (grades PreK-6), we identify two core findings related to privacy and security. First, we detail three breakdowns in the ERL sociotechnical infrastructure: (1) reduced attention to privacy and security issues as parents and teachers cobbled together a patchwork of tools needed to make ERL work; (2) privacy and security risks that emerged from ambiguous and shifting school policies; and (3) the failure to adapt standard authentication mechanisms (e.g., passwords) to be usable by young children. Second, we identify tensions between parents' and teachers' desire to help children advance in their education and their desire for children's privacy and security in ERL, as well as tensions resulting from the collapse of home and school contexts. These findings collectively suggest that ERL exacerbated existing--and created new--privacy and security challenges for young students, and we argue these challenges will carry beyond the pandemic due to the increasing use of technology to supplement traditional education. In light of these findings, we recommend researchers and educators use a framework of care to develop social and technical approaches to improving remote learning in order to protect children's privacy and security.