Hall of Fame jockey Bill Shoemaker rests on a pillow of his career earnings as his leg is propped up in a horse shaped cast. The cast is signed with names of various stakes races.
Peb's caricature/humorist artwork depicts Hall of Fame jockey William Lee "Bill" Shoemaker smoking a cigar. The cigar and smoke rings form "$100,000,000" in reference to Shoemaker becoming the first jockey to surpass that number in career earnings.