Featuring voices from academics, practitioners, school system leaders, school administrators, and graduate students from across Canada and abroad, this unique edited collection offers conceptual discussions and empirical examples of leadership for flourishing in a variety of educational contexts. This volume affirms that by fostering positive leadership, striving for well-being, and encouraging flourishing for all, significant benefits and new potentials will be felt throughout the learning communities. Grounded in theoretical approaches of positive leadership, positive psychology, and positive organizational scholarship, the accounts from K–12, post-secondary, and professional contexts explore the impacts and influences of leadership at all levels of education. Editors and chapter authors describe their research findings and first-hand experiences of supporting educators and school leaders in learning how to grow their agentic role for fostering well-being among all members of the community. The book is divided into three sections: stories of school-level flourishing, stories of personal professional flourishing, and stories of the impacts and influences of positive leadership in various educational contexts.Engaging and practical, this book encourages readers to reflect on the topics through discussion questions and to apply the learning to their own educational and organizational settings. This positively oriented volume will be invaluable for students of educational leadership, education administration, and organizational studies in education, in North America and beyond.