The most consequential leadership development does not happen in formal review cycles or scheduled training sessions — it happens in the hallway after a difficult meeting, during a brief check-in before a call begins, or in the five minutes a manager chooses to ask rather than tell. These micro-interactions, when approached with intentionality and skill, are among the most powerful instruments available to leaders seeking to build high-performing, self-directed teams. Coaching is not a calendar event — it is a way of showing up in every conversation. This book examines the discipline of conversational coaching — the structured practice of transforming routine workplace dialogue into meaningful developmental exchanges. Drawing on frameworks such as Express Coaching™, the Leader as Coach model, and the behavioral science of open-ended inquiry, it explores how a single shift from directive communication to curious questioning can fundamentally alter the developmental trajectory of an employee. Organizations such as Google, Adobe, and Salesforce have embedded this philosophy at scale, demonstrating measurable gains in engagement, retention, and organizational performance. What prevents most leaders from coaching in the moment is not a lack of time — it is a lack of framework. This book provides that framework: a practical, repeatable system for recognizing coaching opportunities in everyday interactions, deploying the right questions at the right moment, and creating a culture in which growth is not an annual event but a daily habit. When leaders learn to coach in every conversation, the organization stops waiting for development — it begins experiencing it continuously.