Measuring the value of leadership development is a contextual practice, shaped by the particular pressures a field or organization is navigating. Theological librarianship is a field being shaped by pressure from many sides: shifts in higher education, trends in religious communities, technological advances, economic realities, and political discourse. Many practitioners, especially solo librarians managing wide-ranging responsibilities, face volatility and uncertainty with little support from their parent institutions. It was from this perspective that this paper was presented at the 2026 Spring Conference of the Association of British Theological and Philosophical Libraries held at Wycliffe Hall, University of Oxford. Rooted in a theology of diakonia and grounded in the practical experiences of leading a small theological library, it proposes an expanded understanding of leadership—one available to anyone, regardless of title or position—and introduces a model for leadership development that integrates personal, professional, and spiritual growth. While the paper speaks directly to theological librarianship, its approach is offered as a resource for other library work environments and specialties and for any field experiencing volatility and uncertainty at traumatizing levels. Also published in Bulletin of the Association of British Theological and Philosophical Libraries, 33, no. 1 (Spring 2026).