Silas Jayne

His name might not have the same notoriety that belonged to Al Capone or John Wayne Gacy, but Silas Jayne's life carved a similarly brutal arc through the Windy City's history. Even the mob was reluctant to compete with a man who burned his own horses alive for insurance money and ordered the assassination of his own brother in the same unhesitating fashion that he reportedly axed a flock of geese when he was six. Protected by bribery and intimidation, Jayne preyed on the innocence of the girls who took riding lessons in his stables and remained perversely untouched in the background of infamous Chicago crimes like the Schuessler-Peterson murders and the disappearance of candy heiress Helen Brach.