Chapter 5 focuses on organizational change. The chapter’s framing and flow move from the big picture balcony, to the everyday view on the road, and finally to some perspectives on organizational moorings. The balcony explores four organization archetypes that provide insight on the evolution of organizations. The archetypes are described using four metaphors. Understanding these archetype organizations gives background to explore a variety of organizational change theories and models. The view on the road examines the impact of these archetypes on the roles of organizational leaders and members. Two essential elements for organizational change are discussed: ability and willingness. The relationship between resistance and change is explored, followed by some of the common pitfalls in leading change. The last road topic is managing transitions during change. The organizational mooring perspectives explored are valuing life–giving organizational purpose and creating mutually shared organizational values. The chapter closes with discussion questions to consider and a brief case study to engage on the topic.