The painter Cristofano dell'Altissimo (Florence c.1522 / 1525-1605), a pupil of Bronzino, was sent to Como at the Musaeum of the intellectual Paolo Giovio (Como c.1483-Florence 1552) to copy the portraits there, being at that time of the only such collection. The painting on wood belongs to the prestigious series of portraits of illustrious men created by the will of the Duke of Tuscany Cosimo I de 'Medici (Florence 1519-1574) starting from 1552. Now disappeared in its entirety in Como, the Uffizi collection of about 300 sixteenth-century portraits, which are added to others from later eras, represents the legacy of Jovian thought and the intention of Duke Cosimo to collect in Florence a "sum of the knowledge of near and far countries", originally creating, in the hall of cards geographical, the concept of a world where the Duke has "the fundamental role of the peacemaker and guide" (Barbolani 2019). Now the "Jovian series" is placed in the Uffizi Gallery, where its location was decided in 1591. The work exhibited here seems to have as its reference the portrait of Federico by Pedro Berreguete (Paredes de Nava 1450 - Avila 1504 ), instead of the equally famous representations by Piero della Francesca (Borgo San Sepolcro c.1410-1492) or the marble relief by Domenico Rosselli (Pistoia 1439 - Fossombrone 1497-98), while there is a copy of the same in oil on canvas at the Colonna Gallery in Rome.