Research into the Masters (or adult) sport context has revealed important socially mediated participatory motives for Masters athletes, including a strong connection between their learning in sport and the relationships they have with their coaches. The purpose of this insights article was to identify and describe links between relevant relational perspectives in sport coaching and dominant themes extracted from research pertaining to the psychosocial aspects of coaching adults. Three theoretical perspectives are purposively explored: interdependence theory, humanistic coaching, and andragogy. We considered how these parallel bodies of literature ascribe to the particularities of coaching adults to provide insight on how to frame effective coaching approaches and coach–athlete interrelations for this unique athletic sample. We make the case for ongoing research using an andragogical model of coaching in Masters sport in understanding how coaching Masters athletes is a complex and nuanced phenomenon.