It is the possibility of possibility, Søren Kierkegaard tells us, that leads to the somewhat paradoxical condition of feeling dizzy with anxiety yet having the pulsating desire to jump into the unknown. For transformation to happen, the gap between possibility in principle and possibility in practice needs to be bridged. The possibility gap in relation to transforming and developing person-centred practices is that most health and social care system strategies and policies have person-centred principles at their heart. However, translating them into practice remains a challenge. In my presentation I will, through the lens of Kirkegaard, focus on how teaching and learning needs to intentionally include the gap and ‘the jump’ that needs to happen to transform and develop practices and care into being truly person-centred. I will highlight several of my research projects focusing on the development of person-centred practice through education and learning programs and demonstrate the philosophical underpinnings of these, practical application and outcomes. I will bring to light the real learning from these projects in terms of methodology and provide examples of methods used. The core challenge we are facing as leaders, practitioners and academics, with invested interest in person-centred health and social care practice, is to truly implement person-centredness into practice. In order to do that, we need to make the jump.