COBBLERS ENEMY, Brockton Fair Oct 1 to 4 1907
While background with black and yellow printing. Clean and detailed drawing of a sad cobbler sitting on a bench hammering a shoe. With purple ribbon and a pair of cast metal shoe hanging from the bottom of the ribbon.
Whitehead and Hoag
The Whitehead and Hoag Co. Newark, N.J.
Brockton, Mass. was the largest shoe manufacturer in the United States from the Civil War until the late 20th century. Powered by the Salisbury Plain River. "Shoe City" housed dozens of shoe factories, including Grover Shoe Factory, M.A. Packard Co., the E.E. Taylor Co., Stacy-Adams and Co. and the Charles A. Eaton Co.
Here is a great article from the local Brockton paper about the history of the shoe industry there.