Online learning is a hot topic, but discussions often either fetishize new technologies or go weak-kneed at dreams of “scaling up” to reach audiences of thousands or millions. Yet learning is a fundamentally personal and human experience; it is more valuable (and easier) to connect real people to each other than to attempt automating topic-specific instruction and evaluation. Most designed environments for online learning are exercises in frustration; we need new platforms with interfaces that get out of the way, supporting a natural, collaborative “flow” attainable in physical classrooms but so far absent online. Drawing on my own experiences of online teaching as well as recent research, I’ll demonstrate several recent experiments in new media for learning and outline a vision for the first great human-to-human online learning experience.