Jack Massey's extensive travels in Italy have been an inspiration for his work. In particular he cites Roman and Etruscan tomb paintings as influencing his recent work in collage. He employs a variety of materials and works "in bunches" to present architectural floor plans, linear aspects, and color. He works to create work with "a strong, but quiet presence."
Massey received his Bachelor's degree from the Carnegie Institute of Technology and his Masters degree from the Pennsylvania Academy of Fine Arts. He has exhibited across and in Italy. His work is housed in many private and public collections including the Carnegie Institute, MIT and the Philadelphia Museum of Art.