In this article, the author shares insights derived from her journey as an evaluation practitioner and as a capacity-building evaluation facilitator committed to demystifying evaluation as a core development resource. The author weaves in some foundational stories that have shaped and informed her path. Through her work and praxis, she has been striving to walk the convoluted pathways toward being and becoming a culturally competent evaluator and evaluation facilitator. The focus has been on dynamic flows rather than a particular destination status, on a lifelong process rather than a position or product. These dimensions of her journey have often not been conscious, intentional, or deliberately mapped out, but instead more implicit and intuitively guided by a passion and respect for authentic inclusion and responsive engagement. The author highlights examples of one practitioner's efforts to give life to this resolve and put wheels under that vision of provocative possibility. Moving the agenda forward involves cultivating evaluative thinking and reflective practice by spotlighting its intrinsic value, relevance, and utility--most notably, through underscoring the intimate interconnections among excellence in program design, implementation, and ongoing improvement.