Jackie Orena is the granddaughter of Victor "Little Vic" Orena, who was allegedly the acting boss of the Colombo crime family according to federal prosecutors. Today, Victor is 91 years old, experiencing significant health issues, and is still serving what is effectively a life sentence in federal prison.This conversation does not glorify organized crime or the past. Instead, it focuses on the deeply human side of this story — what it means to watch a loved one grow old behind bars. Jackie opens up about the emotional and generational weight of the Orena name, the realities of aging in the prison system, and why she and her family are fighting for compassionate release. She talks about the day-to-day challenges her grandfather faces due to his age and health, and what it feels like to hope for mercy in a system that often does not bend. #OrenaFamily #CompassionateRelease #AgingInPrison #PrisonReform #TrueCrimeStories #FamilyLegacy #LockedInWithIanBick #realconversations Thank you to ExpressVPN for sponsoring this episode: Secure your online data TODAY by visiting https://www.expressvpn.com/lockedin to find out how you can get up to four extra months. Connect with Jackie Orena: Instagram: @freelittlevic @jackkieo Website: Www.freelittlevic.com Hosted, Executive Produced & Edited By Ian Bick: https://www.instagram.com/ian_bick/?hl=en https://ianbick.com/ Shop Locked In Merch: http://www.ianbick.com/shop Timestamps: 00:00 Intro — The Cost of Being Labeled “Informant” 05:55 Meet Jackie Orena — Growing Up in the Middle of It 08:10 What It’s Like When Your Family Is Incarcerated 13:40 Arrests, Trials, and Watching Your Family Be Torn Apart 20:25 Carrying the Stigma at School & in Public 25:00 Visiting Loved Ones Behind Bars — The Reality 29:40 Learning to Adapt & Finding Identity Beyond the Name 32:00 Her Grandfather at 91 — The Physical and Emotional Decline 37:00 The Mental Toll That Never Gets Talked About 41:50 Injustice, Corruption & What the System Doesn’t Want to Admit 47:00 Advocacy & Fighting for Compassionate Release 52:00 Why Elderly Incarceration Needs Reform Now 56:00 Hope, Healing & Rebuilding a Future 59:00 Advice for Families Living With This Weight 01:00:00 Final Reflections & Gratitude for the Conversation Learn more about your ad choices. Visit podcastchoices.com/adchoices