Monastic Life and Episcopate
Simon entered the monastic life at the Kiev Caves Monastery in the second half of the twelfth century, the community from which he would later draw the substance of his writing. In 1206 he was appointed igumen (abbot) of the Nativity monastery at Vladimir.
In 1214 Prince George (Yuri) Vsevolodovich selected him as the first bishop of Vladimir-on-the-Klyazma and Suzdal. During his episcopate he consecrated a church at the Nativity monastery in 1218 and a cathedral church at Suzdal in 1225. He was esteemed by contemporaries as a learned teacher.
When the prince wished to establish a separate bishop's see at Suzdal for the monk Polycarp, Simon dissuaded him, judging that Polycarp was not yet spiritually prepared for such an office.