Greek literature prior to Plato featured two conceptions of education. Learning takes place when people encounter "teacher-guides"--educators, mentors, and advisors. But education also occurs outside of a pedagogical relationship between learner and teacher-guide: people learn through painful experience. In composing his dramatic dialogues, Plato appropriated these two conceptions of education, refashioning and fusing them to present a new philosophical conception of learning: Plato's Socrates is a teacher-guide who causes his interlocutors to learn through suffering. Socrates, however, is not presented straightforwardly as a pedagogical success story. Socrates' failures are, paradoxically, part of what makes him an ideal literary model for a philosophical teacher-guide. Plato requires his readers to question why Socrates' interlocutors are not converted to philosophers.