The medal of John VIII Palaeologus is a portrait medal by the Italian Renaissance artist Pisanello. It is generally considered to be the first portrait medal of the Renaissance. On the obverse of the medal is a profile portrait of the penultimate Byzantine emperor, John VIII Palaeologus; the reverse contains an image of the emperor on horseback before a wayside cross. Although the date of the work is not clear it was likely to have been some time during 1438 and 1439, the years John was in Italy attending the Council of Ferrara (later moved to Florence). It is not known whether the emperor himself or his Italian hosts commissioned Pisanello to make the medal, but Leonello d’Este, the heir apparent to the marquisate of Ferrara, has been suggested as the most likely candidate. Several drawings by Pisanello are closely associated with the medal and these include sketches now held in Paris and Chicago.
Its impact on art was significant: it extended beyond numismatics and the proliferation of outstanding Renaissance medals to influence sculpture and painting. Renaissance artists subsequently used Pisanello's portrait of John almost as a stock type to represent exotic or antique figures. This can be seen in the work of Piero della Francesca who used the image of John in his Flagellation of Christ and Arezzo frescoes.
