Kelso began his first solo spy mission in the fall of 1861. The Confederates held southwestern Missouri; the Federals controlled the rest of the state. After taking the train from St. Louis to the end of the line at Rolla, Kelso headed on foot to occupied Springfield, 120 miles away. On that first night, and for many after, he slept in the forest, in the cold rain, back to a tree trunk and gun at the ready. “I dare not kindle a fire. . . . That dreary night seemed like the longest I ever knew.”
Such off-the-books spy missions by soldiers on special assignment were not unusual. The U.S. Army did not have a formal spy agency. Commanders recruited men who had the skills to travel alone through hostile territory, the intelligence to know what to look for, and the inclination to take risks. They knew that for every spy who successfully penetrated the enemy’s camp there might be three or four captured and a dozen turned back at the picket lines. So the officers sent out multiple men, separately but with the same mission. Spies like Kelso traveled hundreds of miles alone, in difficult conditions and dangerous circumstances, but the built-in redundancy made them, ultimately, expendable.
Spies traveled under false pretenses and under assumed identities, in disguise as civilians or in the enemy’s uniform, and if captured they could be summarily executed. “Don’t you know,” one officer said, “that when you go out as a spy, you go, as it were, with a rope around your neck, ready for anybody to draw it tight?”
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