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Posted By: Shawn

Perhaps one clue on the "City League" pin may be that is was a city in New York being that the fishing license and the Elmira football buttons are from NY???

I also found this tidbit of information... Do you think there is a chance that it could be from this organization??? This was located in Chicago.

"In 1905, Anson cashed his major league shares, in order to settle debts and try one last fling in business. In 1907, his term as clerk completed, he purchased a semipro team, renamed it "Anson's Colts", and built a small ballpark on the south side. The Colts played in a organization called the City League, and also took on independent teams, providing the backdrop for a final enigma."