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.

Brandon Heuser opens up about his journey growing up in Dalton, Georgia, falling into addiction, hitting rock bottom, and fighting his way back. This is a raw, honest conversation about the reality of drug addiction — the chaos, the pain, the denial, the relapse cycles — and what it actually takes to rebuild your life.

Austin Shepard’s life didn’t start on a reality TV set. Before Love Island, before the cameras, before the social media attention, Austin was fighting for his life. Addiction pulled him into some of the darkest places a person can go — and eventually, he ended up in jail, facing the reality of who he had become and who he wanted to be. This isn’t a reality TV conversation — this is a story about pain, accountability, redemption and rebuilding your identity from scratch.

LaTascia Taylor thought she had met her fairy tale. Charming. Successful. Confident. The kind of man who walks into your life and makes you feel seen. But what started as love quickly unraveled into manipulation, danger, and a criminal empire she never saw coming. What LaTascia didn’t know was that the man she fell for was running a major drug operation. And little by little, he pulled her in. First moving money across state lines… then transporting packages… and eventually flying internationally with drugs hidden in luggage. She found herself in way too deep — and on a flight to Europe, everything came crashing down. Arrested. In a foreign country. No support. No way home. And stuck for 2 years in an overseas prison.

Devin Price grew up in Toledo, Ohio, and became a father at just 17 years old. Struggling to provide, he turned to selling drugs — and soon fell into addiction himself. What started as a hustle spiraled out of control when a robbery gone wrong forced him to flee, landing him on Toledo’s Most Wanted list. While on the run, he became involved in a scam and later continued dealing drugs in Virginia, where he was eventually arrested and sentenced to three years in state prison. But in a shocking twist, luck was on his side — the robbery case that once had him labeled one of Toledo’s most wanted fell apart, giving him an unexpected second chance. In this episode, Devin opens up about teenage fatherhood, drug dealing, addiction, being a fugitive, life in Virginia prison, and the moment everything changed.