At 22 years old, the Las Vegas gambling lifestyle had a major influence on Danny. He met Reuben Tishkoff who improved his gaming abilities. Some time later, he married Tess Ocean, who after finding out he is a deceptive criminal separated with him. The conflict between the two caused him to ruin himself.

While having been implicated in at least thirteen confidence schemes and frauds, he was charged and convicted for one about four years prior to the Benedict Job. He became eligible for parole at some point during his sentence which was for more than four years. Managing to convince a parole review board he had been rehabilitated, he was granted parole. While in prison, he was divorced from Tess. He found out about the divorce on the final day of his sentence, when he received the divorce papers along with the rest of his belongings he had on his person entering incarceration.