The man did everything he could to escape Jessie's eyes. He would lose a significant sum of money if he freed her. In that case, how would he feed? He wasn't taught to be kind. "If you're kind, you'll get killed." When he was taken in by the guy who had turned him into the person he was today, those were the first rules he had learned.
His family was murdered because they were unable to repay the loan they had obtained in a timely manner. He had wandered aimlessly along the street and was discovered by the most vicious man who had raised him. He'd put him through his paces and turned him into a serial killer. He had no alternative but to exact revenge on the man who had killed his family, even if he didn't want to. He'd been taught to do precisely that. To kill so that he could survive, and so the lady he was with would have to die as well, as he was informed.
