George J Capewell created the Cheshire Watch company in 1883. To add exclusivity to the pocket watches that Cheshire produced, only L. W. Sweet, a distributor based in New York, was authorized to vend the pocket watches.
At this point in history, Cheshire had the most success creating a more affordable product. D. A. Buck, known for creating the Waterbury Long-wind pocket watch, was named superintendent of the company in 1884. Most of the Cheshire pocket watches were cased in nickel and were stem wind and stem set.
Despite only being made available through the single vendor in New York, the company was still quite successful in the beginning manufacturing 200 watches per day and retailing them at $5.00. Just before their ten year mark, the company shut down and sold all unfinished timepieces to O. E. Bell who used them to start the Remington Watch Company in Appleton, Wisconsin.
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