Career
Born ca. 1245, Holobolos entered the service of Michael VIII as a grammatikos in his teens, and composed several orations for the early years of Michael"s reign that are an important primary source. In 1261, however, when Michael ordered the blinding and imprisonment of the legitimate emperor, John IV Laskaris (r 1258–1261), Holobolos expressed public grief, and his lips and nose were mutilated as punishment. Holobolos then retired from public service and became a monk at the Prodromos Monastery in Constantinople, with the monastic name Maximos.
Thus Holobolos participated in the Council of Blachernae in 1285, which formally condemned the Union, and was restored to imperial favour: he received the title of rhetor and became protosynkellos by 1299.
According to one of his students, George Galesiotes, he continued teaching until his death, sometime between 1310 and 1314.