He turned to alcohol and gambling, which drove him far into debt.Д«ooker later became a private investigator (though he preferred to refer to himself as an independent contractor), but his debts persisted. She died while giving birth to a daughter, Anna. Around this time, he married a woman named Annabelle Watson, who became pregnant shortly after. While working as a Pinkerton, Booker garnered a reputation for ending labor strikes using extreme violence. In January 1892, Booker became an employee of the Pinkerton's National Detective Agency. At the last second, Booker rejected his baptism, thinking that his sins could not be washed away by a 'dunk in the river.' After the battle, Booker, fraught with guilt, attended a river baptism led by Preacher Witting to be reborn as a new man and be absolved of his past actions.

ДЄlthough he was seen as a hero to his fellow soldiers, Booker felt shame and regret for his part in the massacre. Booker was ultimately awarded a Medal of Honor and ranked as a staff sergeant in the U.S. Due to his gruesome actions, other members of his regiment, including Cornelius Slate, gave him the nickname 'The White Injun,' because of his taking trophies from his victims. To avoid being stigmatized by his comrades, he scalped Native American victims and burned teepees with men, women, and children still inside. At Wounded Knee, a sergeant had accused him of having Native American lineage in front of the men in his unit.

At the age of sixteen, he was a member of the 7th Cavalry Regiment of the United States Army and took part in the Wounded Knee Massacre of 1890. Booker DeWitt is a man of partial Native American descent, who was born on April 19, 1874.

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