Montgomery continued to do commercial illustration for many years, and worked in many genres, but gained most of his recognition as a portrait painter and a muralist. Montgomery was a prolific portrait painter and often used his family as models. He was hired to paint numerous corporation chairpersons and executives, or those being recognized by companies, such as G.E. vacuum tube pioneer Saul Dushman. Vacuum Science & Technology: Pioneers of the 20th Century He was commissioned by Sears Roebuck to paint a series of portraits of its founders and officers, and many of his portraits still are displayed in the Sears Tower in Chicago. Montgomery painted similar portraits for companies such as Allstate and Motorola, and for heads of hospitals and universities. Montgomery's most famous and most widely viewed portrait is probably that which he was commissioned to do of University of Notre Dame football coach Knute Rockne in the 1930s. The portrait remains in the University collection in South Bend, Indiana. Montgomery also painted anonymous portraits, such as Woman with Mandolin, which hangs prominently in the guest house of Oprah Winfrey. 'O' At Home, Fall 2005 Another notable work, a portrait of Motorola founder Paul Galvin, hangs today in the Crerar Library (now the Galvin Library) of the Illinois Institute of Technology.
