Former undercover detective Colin McLaren examines notorious mobsters who played the game for a long time before finally being caught. He shares personal stories as an undercover agent in organized crime families, giving viewers firsthand accounts of his experiences. He also gives in-depth details on how large-scale organized crime operates and what causes its ultimate downfall. McLaren traces the careers of six notorious men who had an impact on organized crime in New York City -- some murdered their way to the top, others became rats, and another engineered the biggest armed robbery in America. Hear from law enforcement officials and those who were in the inner circles as viewers learn how these men climbed to the top of the ladder.