Frederick II Barbarossa

Holy Roman emperor and King of Italy from 1220-1250, King of Sicily from 1197-1250, Duke of Swabia and King of Germany from 1212-1250, House of Hohenstaufen dynasty, House of Hauteville, King of Jerusalem from 1225-1250
1194-1250 (56)
britannica.com

Pope Pius II

Pope, head of the Catholic Church, ruler of the Papal States from 1458-1464, led a crusade against the Turks in 1464, author of The Tale of Two Lovers published in 1467
1405-1464 (59)
britannica.com