Background
He was a son of Bernard IV and Agnes of Cleves.
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Simon Simon I, Lord of Lippe
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Career
He was a great-nephew of Simon I, a bishop of Paderborn. In 1302 he was defeated in a territorial dispute against the bishops of Münster, Osnabrück and Paderborn, the Count of Counts of Ravensberg and the City of Herford. He was forced to raze Enger Castle, which he owned.
The dispute was triggered by complaints about raids against Osnabrück, allegedly originating from this castle.
Alliance troops laid siege to Simon I"s castle in 1302, took the castle, captured Simon I and held him in the Bucksturm tower in Osnabrück. He was released after 18 months in captivity, under the condition that he would raze Enger Castle.
In 1323, he expanded his territory by acquiring Varenholz Castle and high justice over Langenholzhausen. During his reign, Lippe reached its largest territorial extent.
Hedwig (d after March 5, 1369), married Count VII of Holstein-Pinneburg and Schauenburg (d 1352).
