Walter Johnson of the Washington Senators, as depicted by Frank Rutledge Leet, a cartoonist for The Newspaper Enterprise Association, as well as the author of a number of children’s books, including one called, “When Santa was Late.”
In 1912 and 1913 he provided caricatures for a number of articles featuring players telling their favorite baseball stories. In addition to Johnson, Leet created images of Johnson’s teammate Germany Schaefer:
Chicago White Sox pitcher Big Ed Walsh:
Johnson and Schaefer’s manager Clark Griffith:
And, Detroit Tigers manager Hughie Jennings:
Baseball History Daily 
Those are some pretty good likenesses. But why is Schaefer so dark?
I think it is due to the old newsprint. Can’t find an original copy to compare it to.