Joseph Bowers is considered the first prisoner to try escaping Alcatraz, but was killed during his attempt. The next to attempt it was a pair of conspiring inmates named Ted Cole and Ralph Roe. Both men had long rap sheets and were known escape risks -- including from high security facilities. As a last resort, each was sentenced to time at the most inescapable prison in the United States: Alcatraz. With hindsight, and it's easy for us to say with time on our side, maybe they should have been kept apart, because these prisoners-in-crime totally escaped Alcatraz Island, and were never seen again.

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Helen Golay and Olga Rutterschmidt were sentenced in July of 2008 to life in prison for the murders of Paul Vados and Kenneth McDavid. The women, who were both in their 70s, appeared to be in the business of rescuing down-on-their-luck men in Los Angeles, but it was a deadly ruse. Instead, theymanipulated their marks with offers of free food and housing, and then manipulated them into helping them open life insurances policies – with the women listed as beneficiaries. Helen and Olga then killed these men in staged hit-and-run car accidents, on which they collected payouts totaling in the millions. Let's meet these Black Widow murderers and their victims.

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Federal prosecutor Daniel Wenner described the case as, “the bloodiest, most violent betrayal of the badge this city has ever seen.” Two decorated New York City police detectives, Stephen Caracappa and Louis Eppolito, committed various illegal activities on behalf of the Five Families of the American Mafia, spanning from the mid-1980s to 1990. This is the story of how their moonlighting gig was discovered by efforts of the FBI, DEA, as well as prosecutors, investigators, and staff of the United States Attorney’s Office – and a woman named Betty Hydell.

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