This chapter explores the evolving role of AI-powered tools in coaching, with a focus on inclusion. Drawing from interviews with leaders across industries, academic insights, and firsthand experimentation with tools like AIMY and Rocky.AI, the chapter examines whether AI can support inclusive behaviors, deepen self-awareness, and reinforce behavioral change. While leaders agree that human connection remains central to leadership development, many also recognize that AI offers new opportunities, especially for scaling access, prompting reflection, and providing ongoing nudges between coaching sessions. We examine both the potential and limitations of AI in coaching, from judgment-free engagement to the risks of bias, cultural insensitivity, and lack of emotional nuance. Referencing recent research, the chapter weighs AI’s capacity to support Level 1 and 2 coaching (skills and self-awareness), while emphasizing the continued need for human presence at Level 3 (behavioral transformation). Ultimately, this chapter presents a hybrid future one where AI augments human coaching but does not replace it. It calls for ethical design, inclusive data sets, and thoughtful implementation to ensure AI enhances, rather than diminishes, the power of coaching for inclusion.