Baccio Bandinelli (1488-1560) was a Florentine sculptor, painter and draughtsman, the son of a goldsmith. He worked for the Medici family, with whom his father had close ties, but was notorious for his belligerence and aroused the hostility of his contemporaries. His most well-known work was a statue that he boasted would surpass Michelangelo's David in the Piazza della Signoria in Florence, Hercules and Cacus (1527-34), a commission originally intended for Michelangelo himself. Benvenuto Cellini and others ridiculed the sculpture and as a result Bandinelli tried to sabotage Cellini's career.

This miniature is one of the collection of copies of 224 self-portraits by artists in the Uffizi Palace, Florence, that Lord Cowper, the art collector and patron, commissioned from Giuseppe Macpherson (1726-80). He presented the miniatures to King George III in two batches, in 1773 and 1786. Macpherson followed the original self-portraits quite closely, but copied only the head and shoulders. He inscribed the artists' names on the backs of the miniatures – several differ from those in the modern Uffizi catalogue, notably: Bazzi, Bellini, Campi, Annibale Carracci, Gabbiani, Masaccio, Metsys, Moroni, Pencz, Licinio, Schiavone and Spada. None of the miniatures is signed, apart from Macpherson's own self-portrait, which is inscribed: Giuseppe Macpherson / Autore della serie (Giuseppe Macpherson / Author of the series).

Macpherson was born in Florence, the son of Donald Macpherson, a footman in the service of Alexander, 2nd duke of Gordon. He was a pupil of Pompeo Batoni and painted miniatures and enamel portraits in Italy, France and Germany, finally settling in Florence. A James Macpherson is recorded in London and Paris in 1754 but it is not certain that this is the same person. He was described in 1776 as having a special talent for painting on enamel and as being 'almost the only painter in Europe who possesses this art to perfection'. He had a distinguished client list which included some of the crowned heads and dignitaries of Europe. In 1778, he was invited to add his own self-portrait to the famous painters in the grand duke's collection as it 'would do honour to Florence to enrich the collection with a work which shows that we still have some men of true merit', according to Giuseppe Pelli, director of the Uffizi.