This field guide offers ideas, approaches, and entry points to design dialogues that expand the modes of collective sensing, learning and decision-making used to deal with the complex policy challenges articulated by the Human Development Report 2021/2022: Uncertain Times, Unsettled Lives: Shaping our Future in a Transforming World. It focuses on the capacity for meaningful, intentional dialogue to enable modes of thinking, relationships and action conducive to realizing more transformational development futures in the face of uncertainty.