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One other anecdote worth adding. Harry McClintock, one of the songwriters who worked for the IWW, had an early life that makes him sound like quite the 19th Century adventurer: http://www.bluegrassmessengers.com/harry-%E2%80%9Chaywire-mac%E2%80%9D-mcclintock--1928-.aspx

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Traveling Man

“When I hit the road again in the Spring I faced the world with confidence (for) even a ragged kid singing without accompaniment could pick up the price of a bed and breakfast in almost any saloon, anywhere,” said McClintock. “Came the war with Spain. I latched onto a troop train bound for Chicamauga Park, near Chattanooga, Tenn. Hired by a hustling circulation manager, I built up a newspaper route and, as I ate at army chow lines and slept in the hay at the supply base I had no expenses and I prospered.”

When he returned to Tennessee briefly, Mac was already singing an early version of his classic, "Hallelujah, I'm a Bum" for recruits for the Spanish-American War in early 1898—but he soon found himself in the Philippines, working as a mule driver hauling supplies to the American troops. The following year he was in China, helping American reporters escape harm during the Boxer Rebellion. After a brief sojourn in Australia, he was off to Africa, where he worked on a British railroad supplying troops during the Boer War. In 1901, he was in London to witness the coronation of Edward VII. Then he was in South America. By the time he was 20, Harry McClintock had lived and worked on every continent except Antarctica.

“Army teamsters and packers were civilian employees in the Army of that day,” said McClintock [Sam Eskin interview]. “I was fascinated by the packers, a bunch of tough, competent westerners, and I hung out with them until I was a pretty good hand myself. It was claimed that Army chow killed hundreds of soldiers that summer but I thrived on it. And in the autumn of 1898 I was hired as a full fledged buck packer for the quartermaster corps and shipped to the Philippines. For two years I helped freight ammunition and rations to the troops beyond reach of the wagon trains. The going was rugged at times; we were frequently under fire and we carried Colt 45's for defense. But we figured that we were far better off than the soldiers; we always ate and we drew fifty bucks a month instead of the $15.60 of the buck private."

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