This book is multi-dimensional exploration of Ivan Illich's critique of institutionalized education. It dissects, analyzes, and understands the implications of his critique for the future of education in a world increasingly influenced by technology, particularly artificial intelligence (AI). The book outlines the problems with current educational systems and discusses potential alternatives, considering the role of modern technology like AI. It employs a multi-disciplinary approach, incorporating historical analysis, philosophical inquiry, and practical considerations to explore Illich's critique. Readers will be equipped with the knowledge to critically assess the educational landscape and consider viable alternatives for reform. This book contributes to the field of educational theory and practice in its nuanced understanding of Illich's critique and its implications for educational reform. It serves as both a theoretical exploration and a practical guide, making it a valuable resource for a wide range of readers, including educators, policymakers, students, and anyone interested in the future of education.