While previous studies indicate that participation in sport has the potential to facilitate positive developmental outcomes, there is a lack of consensus regarding the possible transfer of these outcomes to other environments (i.e., school or work). An important issue within the positive development literature concerns how sport programs should approach the issue of transfer. This article outlines two distinct approaches to the transfer debate: the explicit approach and the implicit approach. Specifically, this article discusses the relative strengths and limitations of these two approaches with regards to their effectiveness, sustainability, and balance of adult- and youth-driven learning. Recommendations for future research directions are also presented.