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Yes, he was. He and his brother were so-called "Bushwhackers," men sympathetic to the cause of the Confederacy, who engaged in guerrilla warfare during the period from 1861-1865. Jesse James participated in a number of attacks against Union soldier; some of these attacks were quite brutal, most notably the Centralia (Missouri) Massacre in 1864, in which 24 unarmed Union men were captured and then executed.

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