Bolshakoff studied civil engineering. In 1919, after the Russian Revolution, he moved to Estonia where he studied economics, sociology, and theology. He traveled widely in Europe in the cause of ecumenism and of social justice based on Christian ethics. In 1943, he received a doctorate in philosophy at Christ Church, Oxford. After his fiancee died in a car accident in 1951, he went from monastery to monastery for a few weeks or months at a time writing, praying, and interviewing spiritual masters. He stayed at Hauterive Abbey in Switzerland from 1974 until his death in 1990.