 In U.S. education at all levels these days, Socratic questioning implies no effort on the part of a leading figure to elicit from the participants any severe discomfort with current opinions (that is, to sting like a gadfly or to expose a disquieting truth), but instead uses the name ‘Socrates’ to invest with gravitas collaborative learning that addresses moral questions and relies on interactive techniques. The unsettling and dangerous aspects of Socratic practice turn up in politicized contexts where a distinction between dissent and disloyalty is at issue. Appeals to Socrates in these settings most often highlight the personal risks run by an intellectually exemplary critic of the unjust acts of an established authority. This is a recurring theme in politically minded allusions to Socrates globally. A wave of such work took hold in the U.S., Britain and Canada around WWII, the McCarthy Era, and Cold War. Creative artists in literature, radio, theater, and television summoned Socrates to probe what it means to be an unyielding advocate of free speech and free inquiry—even a martyr to belief in the necessity of these freedoms to meaningful and virtuous human life. In these sources, his strange appearance, behavior, and views, especially his relentlessly critical, even irritating, truth-seeking, and anti-ideological posture are presented as testing Athenian democracy’s capacity to abide by these ideals. They suggest that the indictment, trial, and execution are stains on Athenian democracy and that a worrisome historical parallel is unfolding. These full-blown interpretations of the life of Socrates require wrestling with the whole issue of the historical Socrates; a claim to historical accuracy was a crucial part of any case for his story’s being credible as a warning. 