In this conversation, I sit down with Rupert Wegerif to explore one of the most fundamental questions in education, a question that is often avoided or quietly assumed rather than openly discussed. What is education actually for. We begin with personal origin stories and quickly move into a deeper examination of meaning, purpose, and why so many students today feel competent yet disconnected, informed yet without hope. Rupert shares how his early struggles with meaning shaped his path into education and why he believes that learning without purpose can leave people feeling empty rather than empowered. We explore the idea that education has always served as a way of situating people within a larger story, whether cultural, philosophical, or existential. As modern systems have moved away from shared traditions, we discuss what has been lost and what might still be recovered. Much of the conversation centers on dialogic education, not as a teaching technique, but as a way of opening shared spaces of thinking where insight can emerge. We talk about why asking “why” feels threatening in schools, how authority reacts when meaning is unclear, and why humility and listening are essential educational virtues. We also turn toward the future, especially the role of technology and artificial intelligence in learning. Rather than framing AI as the opposite of dialogue, Rupert challenges that assumption and suggests ways technology can expand thinking when used thoughtfully. The conversation ends with reflections on hope, collective intelligence, and the responsibility of education to help people feel connected to something larger than themselves. This episode is an invitation to slow down and reconsider what learning is meant to nourish in us as human beings. Chapter: 00:00 Introduction and Rupert Wegerif’s background 02:00 Early struggles with meaning and entering education 05:30 Why students ask “why” and why schools resist it 08:30 Competence without hope in modern education 11:30 Education, tradition, and the loss of shared meaning 15:00 Authority, fear, and avoiding existential questions 18:00 Connection, belonging, and finding meaning beyond the self 22:30 Education as process rather than product 26:30 Falling in love with learning and asking why 30:30 What cuts people off from connection 33:00 The origins of dialogic education 36:00 Dialogue as shared space rather than debate 39:00 Identity, disagreement, and philosophical humility 43:00 Teaching dialogue without turning it into a rule 47:00 Writing, language, and keeping meaning alive 49:30 AI, technology, and dialogic thinking 54:00 Education, hope, and long term futures 58:00 Daily practices, reflection, and remembering mortality