Building on existing literature and using concrete examples, we share our successes and challenges in planning for and measuring the sustainability of the SickKids-Ghana Paediatric Nursing Education Partnership (PNEP), which aims to advance child health and the profession of nursing in Ghana through education. We argue that sustainability is not something that can be planned for at program initiation and measured only upon program completion; instead, programs should aim to continually optimize the fit between the intervention and the changing implementation context to achieve the greatest benefit. Using our program’s theory and Chamber’s et al. Dynamic Sustainability Framework, we examine sustainability measures in three key areas: 1) benefits experienced after Canadian funding ends by Ghanaian nurses who took the training program; 2) continued implementation of PNEP activities in Ghana in an identifiable form, even if modified; and 3) system- level context that influences integration of PNEP into Ghana’s health system.