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While in the far north, Whymper served on the Vancouver Island Exploring Expedition, the Western Union Telegraph Expedition (1865), spending the winter of 1866 at Nulato, Alaska with W.H. Dall and travelling up the Yukon River to Fort Yukon, where he witnessed the first American flag being raised over the new territory of Alaska.
After Cotter completed the mapping in Yosemite late 1864, he signed up to work on the Western Union Telegraph Expedition to British Columbia and Alaska, with the goal of providing a telegraph link from Asia through Alaska by way of Bering Strait.