David Brooks, a renowned New York Times columnist and author focused on character and social dynamics, engages in a thought-provoking conversation. He critiques the excessive individualism that has emerged since the 1960s and reflects on his missed insights regarding the rise of Donald Trump. The discussion navigates the crucial balance between individualism and community, highlighting the importance of relationships over resume virtues. Brooks also connects historical lessons to modern identity struggles, emphasizing the need for meaningful social connections in today's fractured world.