 Glass moved to Chicago in 1942, where he worked as a designer of office furniture for the war effort and studied under László Moholy-Nagy and György Kepes at the IIT Institute of Design.He soon established a career as a furniture and product designer, and opened his own design firm, Henry P. Glass Associates at the Furniture Mart in 1946.A William J. Brenner sofa designed by Glass was used on the living room set of the "I Love Lucy" show during the 1952-53 season.