An ardent bibliophile, Chortasmenos is notable both as a writer as well as a teacher, counting scholars Mark of Ephesus, Bessarion and Gennadius Scholarius among his pupils. He was the author of philological, historical and philosophical works, as well as at least 56 surviving letters to various literati and to Emperor Manuel II Palaiologos. He wrote a hagiography of Constantine the Great and Helena of Constantinople, commentaries on John Chrysostomos and Aristotle, a treatise on hyphenation, as well as poems.
