The academic deanship is a unique position within a university and is one of the most difficult and misunderstood positions in higher education (Mc Daniel, "Peabody J Educ" 55(4):358-363, 1978; Gmelch et al., "Res High Educ" 40(6):717-740, 1999; Bray, "J High Educ," 81(3):284-316, 2010). Cognizant of the challenging and difficult position occupied by these academic leaders, this phenomenological study has eidetically captured the collective experiences of 12 Filipino medical technology deans as they manage relationships in their organization. Driven by the central question, "What typifies Filipino medical technology deans' portrayal of their roles as relationship managers in their institution?, a series of in-depth, semi-structured interviews were conducted. Field texts were transcribed and subjected to phenomenological reduction via thematic analysis. Through constant comparison method, four relational roles portrayed by Filipino medical technology deans were surfaced, namely: the persona of a truth-seeker, the persona of an opportunity provider, the persona of an authoritative leader, and the persona of a reflective practitioner. The emerged role typologies which are products of the individual and collective experiences of the respondent deans provide valuable lenses in understanding the decanal role as relationship managers. On the whole, an analysis and understanding of these relational roles offer a vibrant perspective through which deanship in terms of relationship management could be viewed, thus, transcending one's experience to meaning-making.