Charles Clyde Squires, a nephew of Salt Lake painter Harry Squires, as well as a cousin to Lawrence Squires, was actually older than John Held Jr., and had come to New York before him. Studying first with James T. Harwood in Salt Lake City, Clyde then pursued the study of illustration back East with the famous Howard Pyle.
Going on to drawing and painting classes at the New York School of Art with W.M. Chase, Robert Henri, Frank DuMond, F.F. Louis Mora, and Kenneth Hays Miller, Squires became a charter member of the Society of Illustrators and a frequent contributor of sentimental material to such publication as Life, American Magazine, Argosy, Collier's, Delineator, Harper's, Judge, and The Ladies' Home Journal, and for a number of books published by Century Company, Charles Scribner's Sons, and Doubleday and Company as well.
Highly successful as an illustrator and painter of obvious subjects, Charles Clyde Squires remained in New York to exhibit his works internationally, found many buyers for his popularly known images, and created a work entitled Her Gift that would be known through the 1950s as "record…best seller in the U.S."