He briefly sheltered the young Emperor Frederick II at the Rocca and acted as the vicar of the Kingdom of Sicily, but in 1198 he was ordered to render Spoleto to the Pope and during his absence, Assisi rebelled and declared a commune.
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In 1190, he was chased from Spoleto by the ascendant Guelph powers, but he regained his duchy in 1195.
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Frederick Barbarossa, the emperor, invested Conrad as count and granted him the Rocca as his seat of power.
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In 1158 the emperor gave the duchy to Guelf VI of Este; Henry VI invested Conrad of Urslingen with it, upon whose death in 1198 it was ceded to Pope Innocent III, but then was occupied by Otto of Brunswick in 1209, who made Dipold von Vohburg duke.