This article addresses the contribution of human resource development to workplace cultural change through the concept of flourishing. Originally a leadership concept, flourishing, as employed here, provides a frame to hold together the emotive, social, and relational aspects of human resource development. Flourishing in this case is achieved through relationally oriented professional development and learning (PLD) in education. The context is Pacific education, the education in Aotearoa New Zealand of students with links to Pacific Island Nations. The example given is of in-service training that scaffolds school leaders to partner with Pacific communities. The study design is qualitative, taking an in-depth storied approach to interviews with three school leaders who are seeking to learn in their multicultural context from local Pacific community members. A range of aspects of flourishing emerge: the willingness to be vulnerable; awareness of the need to make space for others; and increased critical confidence to deal with opposition to positive change in Pacific education. In addition, links between flourishing, relational HR training and workplace cultural change are discussed. The findings indicate that leader flourishing operates at the individual level, shaping how leaders understand themselves and their roles. Workplace cultural change occurs at the organisational level, where these transformed perspectives influence policies, practices, and relationships within the institution. In context, this means disturbing the status quo by moving education towards meeting Pacific community aspirations. Implications for public service contexts beyond education are briefly explored.