Despite the prominent career of Paolo (Caliari) Veronese (1528–88), much remains to be discovered about his patrons and peers. Several letters written by the artist are presented here for the first time, and their recipient is identified as the humanist Marcantonio Gandino. The letters reference artworks, visitors to Veronese’s studio, and economic data pertaining to the painter. Analyzing the correspondence from a variety of methodological viewpoints reveals how Veronese fulfilled commissions, interacted with nobility, and invested his painterly profits in land on the Venetian terraferma. In addition to promoting Veronese’s career and advising on financial matters, Gandino translated Plutarch and Xenophon, whose texts share classical subjects and content with Veronese’s paintings. The comparison of texts and images leaves open the possibility of an exchange between the writer and painter concerning matters of classical motifs.