Innocent III, fresco in the Sacro Speco at Subiaco, c. 1216

Pope Innocent III, painted in his lifetime in the lower church of the Sacro Speco at Subiaco, above the text of his privilege for the monastery. Wikimedia Commons dates the fresco c. 1216.
The pope who called the crusade. Innocent III proclaimed the campaign against the Cathars of Languedoc after the murder of his legate in 1208; this portrait was painted while he was still alive or just after his death in 1216, and is one of the few images of him made by someone who could have seen him.
public-domain — source (Wikimedia Commons). Free to reuse under the stated licence.