Boscoli was a prolific draftsman. A student in the school of Santi di Tito (1536-1602), much of his knowledge was, however, self-taught. Time spent in Rome -probably early in the 1580s- enabled him to study both the antique and the more recent work of Polidoro da Caravaggio (c. 1499-c. 1543). Boscoli had returned to Florence by 1582, and thereafter he executed numerous private commissions, for the most part small in scale. In Pisa in 1593-1594, he spent a year, and, in 1599, he left Florence for Rimini, working subsequently in the Marches. Boscoli returned to his native city in 1606 (Turner, N.: From Michelangelo to Annibale Carracci. A century of Italian drawings from the Prado, Art Services International-Museo Nacional del Prado, 2008, p. 176).