When reading Cassius Dio’s account of Nero’s reign, it is easy to become overwhelmed by the sheer, unrelenting criminality of the emperor. In fact, Dio’s Nero is not as much a man as a representation of a rhetorical tyrant. While he is not unique in portraying Nero as a disastrous ruler, Dio is extraordinary in his denial of the emperor’s philhellenism. In doing this, Dio not only contradicts Tacitus and Suetonius, but also discounts the praise of Nero given by other Greek writers, such as Philostratus, Dio Chrysostom, and Pausanias, when they highlight the emperor’s liberation of Greece as a redeeming feature of his principate. With this in mind, this chapter explores the distinctive features of Dio’s narrative when compared to other accounts of the emperor’s reign, and considers the motives behind and the effects of Dio’s portrayal of Nero as a hater, and not a lover, of Greece.