Oakley got her start as a sharpshooter when she was just 15 years old. She beat her first opponent, Frank E. Butler, in a sharpshooting match and then later on married him. Together, they traveled with Buffalo Bill’s Wild West Show, turning Annie into a legendary sharpshooter who entertained audiences all over the nation. Among many of her shooting tricks was splitting a playing card in half, putting out candle flames, shooting corks off of bottles, and shooting a lit cigar out of her husband’s mouth. Oakley continued to set records even into the later years of her life, until she became ill and passed away. Her husband, Frank, was so upset about the loss that he stopped eating and died a mere 18 days later.