Drawing on ethnographic data collected over 12 months of field research, this paper contributes to the growing body of literature on sport for development (SFD) by giving voice to alternative constructions of the educative potential of SFD. It does this by exploring the social attitudes of youth, educators, community leaders and government officials in the Pacific island nation of Samoa towards sport, education and development. Imagining sport to be like "school outside", my Samoan interlocutors construct sport as an educative platform that prepares young "academically unfit" men to engage an increasingly global political economy in ways classroom education cannot. Viewing international sport as a form of "development education", my interlocutors perceive the educative value of SFD as being rooted in the potential for sport to help move underperforming boys into transnational flows of remittances to the family. In this way, Samoans perceive sport as enabling "at risk" youth to serve their families, to learn English and to become globally minded, ultimately equipping them with the skills needed to achieve transnational futures once beyond their reach. In allowing a grassroots understanding of SFD to emerge, the paper challenges the assumption that the institutions of sport and education are compatible, mutually reinforcing and complementary. Specifically, viewing sport as an alternative to schooling may serve to reintegrate underperforming young men back into an education-to-employment pipeline, but it also carries important implications for the de-skilling of youth and the perpetuation of their positions of marginality. The paper calls into question the role of education and sport in and for development, highlighting important questions that SFD stakeholders should consider.