This paper explores the ethics of representing girls and young women from the global South in Sport for Development (SfD) organizational campaigns via the case of Skateistan—an international SfD organization with skateboarding and educational programmes in Afghanistan, Cambodia and South Africa. Focusing particularly on Skateistan’s representations of skateboarding girls and young women in Afghanistan, we draw upon interviews with staff members as well as digital ethnography and organizational curriculum materials, to reveal some of the nuanced power relations within such media portrayals. In so doing, we also draw attention to some of the unintended risks of ‘positive’ representations of sporting girls from the global South, and some of the strategies employed by Skateistan to navigate such issues.