There was no putting a stop to Pearl Elliott. She ran a thriving brothel out of Kokomo, Indiana. Her reputation as a madam alone made local police keep a close eye on her. However, the brothel was just the beginning of Pearl Elliott’s wild career. Perhaps most notably, Elliott played a major role in helping notorious gangsters John Dillinger and Harry Pierpont go about their unsavory business.

Elite Facts
Once, she helped oversee a bank robbery committed by Pierpont. Pierpont was caught and interrogated, but he refused to let on that Elliott had anything to do with it. In 1933, Elliott was one of just two women to grace the public enemies list kept by the Chicago Police Department.
34. Pearl Hart
Pearl Hart originally hailed from Canada, but soon became one of the most feared outlaws to roam the American Old West. Pearl Hart was born into a relatively comfortable life with caring parents and plenty of opportunities but she could never quite shake her rebellious streak.

Cowgirl Magazine
While attending the world’s fair in Chicago, she made the impulsive decision to retreat to the Old West with a piano player. There, she lived the carefree life of an outlaw. She is perhaps best known for her key role in the last known stagecoach robbery in American history.