Leonard Cline worked at the Detroit News from late 1916 through early 1922. His wife Louise kept a scrapbook of his newspaper writings for the bulk of that time, and in some empty pages in the middle of the scrapbook I found the following drawing:
Is it Cline? I'm not sure. The receded hairline and the jutting ears look right, but his ubiquitous eyeglasses are not present, and it appears to show a mustache--the only time I know for certain that Cline wore a mustache was around 1925. Here is a photo of Cline with his son and daughter. It looks to be from around 1918, based on the ages of his children.
Who might have been the artist? I would suggest Arthur Marschner, who worked with Cline at the Detroit News and designed Cline's bookplate, about which I have written here. As an artist Marschner worked in a variety of forms, from oil paintings to etchings. Cline profiled Marschner in an article in the Detroit News from January 1918, headed "Spirit of Barbizon: Detroit Painter Shows Mysticism of Inness, Sobriety of Rousseau."
