William Boyd's contributions to the education field's understanding of the political nature of school leadership are formidable. In this article, I describe the growth and development, over a roughly 30-year time span, of his key insight that successful school leaders should have the capabilities of a "political strategist" and that the actualization of this capacity is related to school leaders' political and policy context. The perennial question of "who governs education" was central to Boyd's work and his various answers are important touchstones for today's educational leaders. (Contains 2 footnotes.)