This Crossing Boundaries section hosts thought-provoking contributions in which scholars reflect on their situated engagements with commoning and caring. The authors examine how they try navigating the tensions, synergies, overlaps, and ruptures between their research agendas and the knowledge politics of the commons and care across digital infrastructures, grassroots activism, and more-than-human relations. Yana Boeva explores how caring and commoning are not only theoretical frameworks for understanding digital technologies, but also deeply entangled practices, often entailing voluntary or precarious labor, that are essential to technology. This framework highlights the tensions shaping these practices, from exploitative care work to exclusions tied to expertise and power in digital commons. Cindy Kohtala reflects on scholar-activism within grassroots technology milieus, arguing that both design and STS scholarship inhabit the so-called ivory tower and the world beyond academia, and therefore engage in forms of “edgework”. Finally, Jonas Fritsch offers an autoethnographic account of affective and more-than-human encounters at the margins of research, reflecting on how long-term engagement with urban ecologies generates careful world-making that blurs the boundaries between research, everyday life, and ethical commitment.