Helen Brach

Bailey, the owner of Bailey Stables and Country Club Stables, specialized in defrauding middle-aged or older women who had recently been widowed or divorced. After meeting them at the stables or through personal advertisements, he began to romance them, escorting them to expensive Chicago restaurants and sending them flowers and gifts. If he discovered the woman was not wealthy, he declined to see her again. If she was wealthy, he proceeded to secure her affection, engaging in sexual relations and in some cases proposing marriage, despite the fact that he was already married.

Bailey then implemented one or more of several fraud schemes. In one, he claimed that his money was temporarily tied up, but that he had found a horse that was a wonderful investment opportunity. Using the horse as collateral, in order to make the purchase he secured a temporary loan from the victim, which he never repaid. Once he defaulted on the loan, the victim became responsible for the horse's boarding bills (allowing the conspirators additional income as well as the opportunity to take the horse back in satisfaction of unpaid bills). A second scenario saw Bailey persuading the victim to enter into an investment partnership. Bailey and his conspirator (who posed as the seller) agreed beforehand on a price for an overvalued horse. Bailey then bargained with the seller in the presence of the victim. He and the victim each wrote a check for one-half the selling price, but after the victim left he and the seller tore up his check and split the proceeds from the victim's check. A third scheme involved selling a client an overvalued horse which did not suit her needs, then persuading her to trade the horse and additional monies for more expensive horses. While executing his schemes, Bailey was not averse to taking advantage of his victims' weaknesses: he plied an alcoholic with champagne and cocktails while she and her daughter visited the stables, and he schemed to defraud gravely ill women by obtaining their powers of attorney when he visited them in the hospital. When Bailey had gained as much money as he could from the woman, he ended the relationship, though occasionally he passed the woman on for his conspirators to further defraud. His victims were often left broken-hearted and destitute.

Helen Vorhees Brach, millionaire heiress to the Brach candy fortune, was one of Bailey's victims. She met Bailey in 1973 and they entered into a relationship. In 1975, Bailey's brother, Paul, sold her three horses for $98,000; unknown to Brach, Bailey also participated in the sale, and the horses were worth less than $20,000. Additionally, Brach bought a group of expensive brood mares.

On New Year's Eve 1977, Brach and Bailey "danced the night away" at New York's Waldorf-Astoria, but their relationship soon began to deteriorate. Early in 1977, Bailey and a conspirator arranged an extensive showing for Brach, hoping to persuade her to invest $150,000 in more horses. Brach left in less than an hour. Further, an appraiser Brach hired recommended she invest nothing in training one of her original three purchases, contrary to the $50,000 estimate of the trainer recommended by Bailey. Around this time Brach also visited her breeding stock. After viewing the mares, she openly displayed rage at the stables, screaming about being cheated and informing anyone within earshot that she was going to the district attorney's office. Subsequently, she told a close friend that she was disturbed about her purchase of horses from a younger man whom she had been seeing (Bailey), and after hearing that her friend knew state prosecutors, she agreed to visit the State's Attorney's office after she returned from her upcoming visit to the Mayo Clinic. Brach departed from the Mayo Clinic on February 17, 1977. She was never seen again, and her body has never been found. Bailey was interviewed in connection with her disappearance but no charges were filed at the time.