James “Slim Jim” Winn was a charter member of the Juneau Men's Igloo.

Winn was born in Cornwall, England, in 1840. He came to the United States while still a young man. In 1872, he went to the Cassiar mining district by way of Wrangell and Telegraph Creek.

He arrived in Juneau in 1882 and was reportedly the first white man to cross the Chilkoot Pass. He was accompanied on that trip by John McKenzie.

He was also said to be the first white man to run the Five Finger Rapids and other rapids of the upper Yukon River.

During his residence in Juneau, he was engaged in mining and prospecting. He made his home in Juneau continuously, with the exception of a trip to the interior in 1895, when he traveled down the Yukon River and returned by way of the coast, catching a trading vessel south from the mouth of the Yukon.

He held interests in real estate and mining property in Juneau and the surrounding area.

James Winn died in Juneau on August 24, 1916.

Anchorage Daily Times, August 24, 1949; Biographies of Alaska-Yukon Pioneers 1850–1950, Vol. 4, Ed Ferrell, p. 342 (May 1, 2009).