By drawing on Foucault's theory of subjectification, this study presents a case study of two experienced teachers' in-service learning in the managerialist climate of Macau. The results indicate that the prevailing policies and administrative strategies on in-service learning served as the apparatus of managerialism working on teachers and constituting their subject as entrepreneurs. At the same time, however, experienced teachers were able to rely on the time-honoured Confucian philosophy to negotiate their learning experience with the dominating managerialism. Their in-service learning took place in and through their relationship with others and this learning, in turn, facilitated the creation and sustainability of the social harmony of the relationship. In-service learning therefore is essentially a lifelong ethical project that aims to cultivate their potential to become a Confucian sage, rather than an entrepreneur.