Simon was the son of Count Bernhard VIII of Lippe and his wife Catherine, daughter of the Count Philip III of Waldeck-Eisenberg and Anna of Cleves. Since he was still a minor when his father died, his uncle Hermann Simon of Pyrmont took up the regency until 1579. Simon was an intelligent prince, a man after the renaissance ideal. He corresponded with many leading scientists of his time, among them Tycho Brahe and Jost Bürgi. He acted as a counselor and chamberlain to the Holy RomanEmperor Rudolph II, for whom he undertook diplomatic missions, such as mediation in inheritance disputes between princes. He acted as an intermediary and an agent in the trade in Dutch paintings. The castle at Brake had been pledged to Christoph von Donop from 1562 to 1570. In 1584-1589, Simon had it expanded in the style of the Weser Renaissance. He used is as his residence until his death. In September 1599 he suffered a severe defeat at the Siege of Rees by the Spaniards. From 1600, he employed the Dutch military architect Johan van Rijswijk. Under Simon VI, the County converted to Calvinism in 1605. Using his monarchic privilege of cuius regio, eius religio he prompted the conversion of the Church of Lippe to Calvinism. This led to a dispute with many of his subjects, especially the Free and Hanseatic City ofLemgo, which had been Lutheran since 1522. Lemgo defied the edict to convert to Calvinism, leading to the Revolt of Lemgo. This religious dispute was resolved by the Peace of Röhrentrup in 1617, granting Lemgo the right to determine its faith independently. The Lutheran minority only joined the else Reformed Church of Lippe again in 1882. Simon owned an extensive library. It served as a court library as well as a collection of a professional politician and diplomat. It contained theological and historical works as well as philosophical and jurisprudential literature. It later became the basis for the Lippe State Library at Detmold, where the collection is still kept. Simon died in 1613 and was succeeded by his eldest surviving son, Simon VII, who moved the seat of government back to Detmold. Simon VI's youngest son, Philip I later found the Schaumburg-Lippe line, whose seat of government was in Bückeburg.
Marriage and issue
In 1578, Simon married Countess Armgard of Rietberg. This marriage remained childless. In 1585, he married Elisabeth, a daughter of Count Otto IV of Schaumburg and Holstein-Pinneberg. They had the following children:
Bernhard
Simon VII, first marriage in 1607, Anna Catherine of Nassau-Wiesbaden, second marriage in 1623, Maria Magdalene of Waldeck-Wildungen