Born in Philadelphia, Pressman attended public schools and Beth El Synagogue until he left for Carnegie Institute of Technology (now Carnegie-Mellon University) in Pittsburgh. He graduated in 1933 with a B.S. in printing management, and joined his father's small printing business as a salesman.From the 1950s to the 1970s, Pressman was very active in the graphic-arts industry as president of the Graphic Arts Association of the Delaware Valley, then in 1966 chosen its Man of the Year. He served as a member of the board and as chair of the finance committee of Printing Industries of America, and was on the board of the Graphic Arts Technical Foundation. Elected to three Graphic Arts honor societies, he also served as president of the Carnegie Tech Printers Alumni.