That Gentleman evokes the pensive mood and quality of repose that are hallmarks of Andrew Wyeth's best work. The artist's model was Tom Clark, a fellow resident of Chester County, Pennsylvania.

George Bellows spent most of his life in New York City searching for subjects in the public parks and thoroughfares. He bought a lithographic press in 1916 and had it installed in his studio, on the top floor of his home at 146 East 19th Street. Lithography was a fitting technique for the artist's expressive drawing style.