Struggle Jennings talks about the life choices that landed him in prison, the drug empire he built, and how he broke into the music industry.

Andrew Conneally shares the how a routine traffic stop turned into an arrest for unlawful possession of 15 firearms. From the moment police pulled him over to the legal consequences that followed, this is a firsthand account of crime, law enforcement, and the justice system in action.

Andrew Wanat details his daring escape from a maximum-security prison in Hawaii, the risks he took, and how authorities finally caught up with him.

Reed Byers shares how he went from dealing meth to being taken down by law enforcement, serving time in prison, and ultimately turning his life around to become a politician. He reveals the highs and lows of the drug trade, the moment everything fell apart, and how he transformed his past into a force for change.

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.