The first volume of the series Raphael and His Time starts with a study of the Portrait of Baldassare Castiglione in its cultural contexts confronting it with the Portrait of Antonio Tebaldeo. The second contribution focuses on Raphael’s Madonna dell’Impannata, of which a new version has recently surfaced, and which is here presented as a workshop replica. Stress is laid on the technical analysis, which allows to identify the picture as a painting coming from the workshop of Raphael.