The paper explores activity tracking as a postdigital phenomenon and provides a detailed account of the embodied pedagogy of its practices. Drawing on a case-based, ethnographically inspired, participatory research project with German university students and following a praxeologic approach of transformative "Bildung," an empirically grounded heuristic framework is presented that helps to understand how embodied entanglements of person and wearable develop over time and how dynamics of irritation and routinisation that characterise these developments open up processes of learning or "Bildung." We discuss how this contributes to researching vital pedagogical questions about self-tracking, and more broadly about yet uncertain futures of postdigital physical culture and society, such as how we constitute ourselves as embodied subjects and continuously develop relations to ourselves and to the world through entangling with digital technology.