Michael Kaylor grew up in the Boston area. He has a B.A. in English from Eastern Nazarene College and studied the History of the Book and Book Arts in the Graduate program at the University of the Arts in Philadelphia. Both his daughter and son are Gunston Alumni. Michael Kaylor is a master printer and in addition to teaching at Gunston he has taught Letterpress Printing and Book Arts at Washington College. He opened the Literary House Press in 1986.