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To the world, Victor “Little Vic” Orena became known as a powerful figure in New York’s Colombo crime family. To Jackie Orena, he was simply her grandfather.
Jackie joins Rachel for a deeply personal conversation about growing up with the Orena name, the moment she realized her family wasn’t like everyone else’s, and why she has dedicated herself to fighting for her grandfather after more than three decades behind bars.
Now elderly and suffering from serious health problems, Orena remains incarcerated—and Jackie is asking a difficult question: At what point should punishment give way to compassion?
Rachel doesn’t shy away from the other side of the story. She challenges Jackie on her grandfather’s conviction, the victims connected to the case, whether Jackie is arguing for his innocence or simply asking for mercy, and how she responds to people who believe she was too young to understand the man her grandfather was accused of being.
Jackie also reveals what she would say if she had five minutes with President Trump, why every rejection has made her fight harder, and whether her advocacy will continue even after her grandfather is gone.
This isn't just a conversation about organized crime. It's about what happens when the person the world knows from headlines is the person you simply know as family.
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Executive Producer: George Carmona
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