Long used in popular music to smooth vocal imperfections, Auto-Tune has become a much-discussed production tool since the early 2000s through artists including Cher, Daft Punk, and Kanye West. This chapter examines the relationship among artist skill, Auto-Tune, and reception. Artist T-Pain overtly used Auto-Tune to give his voice a synthetic, often robotic quality. Through T-Pain, overt use of Auto-Tune became associated with black music and was often reviled by the general public. T-Pain’s acoustic performance on NPR’s Tiny Desk Concert series redeemed him in the eyes of many listeners whose disdain for Auto-Tune arises from a belief that the technology erodes authenticity by making skillful singing irrelevant. In contrast, Taylor Swift’s producers also use Auto-Tune as well, but rather than treating it as a special effect, they use it to correct intonation and amplify desirable vocal timbre. This use is also controversial, as Swift’s recordings are often considered disingenuous.