The Digital Cave
Reading, Thinking, and Dwelling in the Age of the Algorithm
An Applied Philosophy Talk by John Kaag
Abstract
We live in an era of industrial-scale shadow-play. The map of reality is no longer drawn from our own experience but projected by algorithms designed to keep us looking at a particular kind of wall. This talk argues that the oldest resources in the philosophical canon offer the most precise diagnosis of our newest predicament. Plato's cave anticipates the architecture of the feed—with one grim perversion: his prisoners at least shared a wall, while the algorithm builds a bespoke cavern for each of us. The Buddhist vocabulary of maya, tanha, and upadana describes with uncanny accuracy the mechanics of craving, clinging, and curated selfhood that the infinite scroll exploits. And Heidegger's account of Enframing—read alongside his catastrophic biography, which cannot be waved away—explains how attention itself became “standing reserve,” a resource to be extracted.
The talk concludes with the question increasingly posed to our machines: why is talking to a large language model so strange? The answer reveals a schism between information and meaning, between the calculative synthesis at which AI excels and the meditative, embodied, abductive thinking that a life—with something at stake—alone makes possible. Philosophy's task has not changed since the cave: to make us suspicious of the reality that appears most obvious, and to recover the gritty practices that might let us turn our heads, a few degrees, toward the light.
About the Speaker
John Kaag is Professor of Philosophy at the University of Massachusetts Lowell, External Professor at the Santa Fe Institute, and Visiting Professor at Harvard Divinity School. He is the author of three widely acclaimed books published by Farrar, Straus and Giroux: American Philosophy: A Love Story, Hiking with Nietzsche: On Becoming Who You Are, and Sick Souls, Healthy Minds: How William James Can Save Your Life. These books were named NPR Best Books of the Year and New York Times Editors' Choice selections.
His work bridges American pragmatism, intellectual history, ethics, and the philosophy of technology, and he writes regularly for general audiences on why philosophy still matters for everyday life.