Abstract The paper offers a new interpretation of the Life of Ovid in the Scriptorum illustrium Latinae linguae libri XVIII of Sicco Polenton. While so far scholarship has mostly criticized the lack of historical and philological accuracy in this Life and Sicco’s dependency on medieval speculations, the paper tries to take a closer look at the implications of Sicco’s own methodological stance towards poetry, historiography and rhetoric. A discussion follows whether Sicco’s own biography has shaped his outlook on the ancient poet, and to what extent Sicco’s treatment of Ovid’s relegation can be integrated into an early humanist tradition of anti-tyrannical discourse. It is argued that both Sicco’s literary ideals and the elaboration of the Life of Ovid, especially the description of the exile, reflect Sicco’s own life story and social background, but also his fundamental purpose of promoting his humanistic teaching.