The chapter reflects two supervisors' experiences on graduate research from the legal, institutional, and personal perspectives. In addition to a review of several literature, two professors engaged in graduate supervision were interviewed to explore perception of their roles, supervision styles, and whether they adapted these styles to circumstances. Literature documents various supervision models and styles, moving along a continuum from dyadic to relationship development models, and institutions provide minimum benchmarks and best practice guides. Supervision is a personally-intensive knowledge sharing, utilization, and management undertaking between a supervisor and supervisee. The chapter contributes to the scholarship of pedagogy of supervision, an emerging discourse especially in graduate settings in sub Saharan Africa where research is apparently low-resourced.