He operated in the West and Central states, and his criminal exploits gained widespread press coverage in the s. Historians have speculated as to which officers were at the event, but accounts document that local officers Robert "Pete" Pyle and George Curran were present at his fatal shooting and also at his embalming. Floyd was born in Bartow County, Georgia in His family moved to Akins, Oklahoma in , and he grew up there. Three years later, he was arrested for a payroll robbery on September 16, in St. Louis, Missouri and was sentenced to five years in prison. He served three and a half years before being granted parole. Floyd entered into partnerships with criminals in the Kansas City underworld after his parole.

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In Floyd moved with his family to Oklahoma , eventually settling in Akins. Originally a farmer, he was drawn into crime by poverty. After serving a term in prison —29 for a payroll robbery , Floyd mixed with gangsters in Kansas City , Missouri , and adopted the machine gun as his professional trademark. He teamed up with others to rob banks in Ohio where he was captured in but subsequently escaped , Michigan, and Kentucky. Though Floyd denied involvement in the incident, authorities intensified efforts to capture him, and the following year he was gunned down by FBI agents who were pursuing him in an Ohio field.
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Charles "Pretty Boy" Floyd was known for his constant run-ins with police and violent bank robberies. Floyd was arrested for a payroll robbery in the late s and went on to rob numerous banks after his release. He was often viewed favorably by Oklahoma locals, who called him "the Robin Hood of the Cookson Hills. His family soon after moved to Oklahoma, where they owned a farm and were extremely poor. Floyd would come to earn the nickname "Choc" due to his appreciation of Choctaw beer.