Quentin Metsys was from the Netherlands, and the leading artist of his day in Antwerp. Little is known of his early life, but according to Karel van Mander, his biographer, he was self-taught. He became a master in the painters' guild in 1491 and his first dated works were the altarpieces of St Anne (1507-9, Brussels, Musée Royaux) and the St John altarpiece (1508, Antwerp, Koninklijk Museum voor Schone Kunsten). He continued the traditions of fifteenth-century Netherlandish art but was also aware of Italian art, particularly the work of Leonardo da Vinci. In addition, Metsys painted portraits, for example of Erasmus (RCIN 405759) and his friend Pieter Gillis (Wiltshire, Longford Castle), gifts for Sir Thomas More in 1517, and satirical and moralising genre scenes (images of ordinary life).

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 Giuseppe Macpherson (1726-1780) to paint. 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 at the time.