Niccolò Machiavelli served as the second chancellor of the Florentine Republic from 1498 to 1512, during which he undertook numerous diplomatic missions abroad. During these trips, he had a close friend named Biagio Buonaccorsi who, publicly, summarized Machiavelli’s reports and, privately, took care of various miscellaneous tasks for Machiavelli while he was away. To this day, 43 letters exchanged between Biagio and Machiavelli shed light on their relationship, as well as various unknown aspects within the government of the Florentine Republic at the time. However, Biagio’s significance extends beyond just collegial and personal friendship within the government, particularly regarding Machiavelli’s seminal work, The Prince. Dismissed alongside Machiavelli in 1512 with the return of the Medici family, Biagio, who was a copyist by profession, revived his career by transcribing several of Machiavelli’s works, ultimately leading to the printing and publication of The Prince.