Historical Context
Theophilus lived and struggled at the Kiev Caves monastery, whose Near Caves were founded in 1057 when Saint Anthony established the community. The Near Caves are an underground complex extending some 383 metres at depths of 5–20 metres; over time their living quarters and underground chapels became places of seclusion for the monks and, ultimately, their burial places. They contain 79 surviving burials of venerated monastic saints, over which stands the Church of the Elevation of the Cross (built 1700–1704 in the Ukrainian Baroque style).
As a recluse (hermit), Theophilus belonged to the strictest ascetic form of the monastery's life, sealing himself in seclusion. He shares his October 24 commemoration with two other recluses buried in the Near Caves, Arethus the Recluse and Sisoes the Recluse, all three of whom are held up in the liturgical service as models of ascetic struggle.