Cassandra DeGraw’s life took a dark turn when addiction led her down an unexpected path. After struggling with cocaine abuse, she was sentenced to 10 years in a medium-security prison, where she had to fight for survival, redemption, and a second chance at life. Following her release, Cassandra built a huge social media following, captivating millions with raw and unfiltered prison stories. But at the height of her online success, she made the bold decision to walk away from it all to refind herself and start a new journey. In this episode, she opens up about the harsh realities of prison life, the struggles of addiction and recovery, the pressures of social media fame, and what it truly takes to start over.

Jim Weber started in state law enforcement before moving up to the federal level, eventually becoming one of the first agents in the Homeland Security Agency. Over the years, he worked undercover, taking down drug traffickers, human smugglers, and organized crime networks, all while navigating the high-stakes world of federal investigations. In this episode, Jim shares what it was like to live a double life, the risks of undercover work, and the intense pressure of taking down criminals at the highest level.

Robert Yarber shares what it was like to serve time in Oregon’s most notorious prison. From violent encounters to the daily struggle to stay alive, this is a raw and unfiltered look at life behind bars. He reveals the harsh realities of prison politics, survival tactics, and how the experience changed him forever.

Matthew Jamison reveals how stolen checks from the black market fueled a financial fraud operation. From underground deals to cashing in on crime, this is a firsthand account of deception, risk, and consequences. Learn how check fraud schemes work, the dangers involved, and what happens when it all falls apart.

Branden Terrell recalls the night he took another man’s life, the weight of that moment, and how he has tried to move forward.