This artwork is based on the standard model of the State portrait, typical of the official portraiture of illustrious men in the sixteenth century. Standing and with an intense look, Francesco di Marco Datini is represented wearing the typical red dress called “lucco”, combined with the traditional headdress of the same colour.
Ludovico Buti, an artist based in Prato, where he imposes himself for his bright style, reflected here in the bright red dress of the merchant, is also distinguished by his qualities as a portraitist. Datini's face reflects this, well defined and willing to express his energetic nature.
According to some archival documents, this painting on canvas was commissioned by “Casa Pia dei Ceppi” and executed by Ludovico Buti along with the one depicting Grand Duke Ferdinando I de' Medici as a cardinal. Both paintings passed to the municipality probably in 1817, when they were restored by the painter Matteo Bertini. They were exhibited inside the Palazzo Comunale, in the Great Hall that for centuries was adorned with portraits of the benefactors of Prato and the rulers.