The earliest portrait of an author in a printed book, and the earliest woodcut illustration printed in Milan, is that of humanist Paulus Attavanti (Paulus Florentinus) in the edition of his Breviarium totius juris canonici, sive Decretorum breviarium printed by Leonardus Pachel and Ulrich Scinzenzeler. The woodcut shows the author in profile, writing in his library.
Hirsch, Printing, Selling and Reading 1450-1550 (1967) 49, 60. ISTC no. ip00178000.