Recent research in the field of sport for development (SFD) has examined how organisational dynamics, such as the structure and management of SFD organisations, might better facilitate the impact of sport-based interventions. Such research has highlighted the increasingly precarious policy and funding landscape within SFD, noting how organisational survival is a constant pressure, and the need to be resilient, adaptable, and sustainable, has assumed a higher strategic priority. In addition, various scholars in the field have appealed for research that draws upon the ideas, experiences, and reflections of practitioners to directly explore how stakeholders across the SFD landscape are responding to current challenges. This paper is a direct response to these appeals, drawing upon a qualitative research project that engaged 27 SFD organisations from across the globe. The paper presents the reflections of representatives of these organisations, highlighting the challenges currently evident in the SFD sector, how they might be countered, and how they may also present opportunities for the sector. Specifically, the paper provides empirical evidence in relation to three themes: (i) the implications of current (short-term) funding models, (ii) the subsequent impact on building organisational capacity, and (iii) the challenges of engaging at a government/policy level.