The earliest example appeared in 1925 on the cover of Laughter, a short-lived humor rag very much along the lines of Judge, the magazine where Bolles began his career and was still doing the occasional cover for. His covers for Laughter represent a real departure, not thematically but because of the total absence of white backgrounds. Instead Bolles uncharacteristically turned to saturated primaries and deep hues that completely filled the backgrounds.
But despite these and other examples, Bolles never once set foot on a golf course.