[1][2] After his apprenticeship, he worked at the Riverside Press in Cambridge, art director for a printing house in Philadelphia and various printing houses in New York and Boston as compositor, pressman, layout man, and art director.
[3] Kittredge was Director of Design and Typography for Lakeside Press under R.R.
Donnelley & Sons Co.'s of Chicago from 1922 to 1945, supervising all design services for the company.
He also produced the "Four American Books" commissioning leading artists for cover designs including Rudolph Ruzicka for Walden, Edward A. Wilson for Two Years Before the Mast, W.A.
[5] Ruzicka wrote for News-Letter of his acceptance of the medal saying Kittredge's work was modern due to its "sparsely ornamented simplicity, dignified use of materials, [and] fitness to purpose.