Michael Liebowitz spent 25 years behind bars in a Connecticut state prison, and in this episode, he opens up about his journey through incarceration. From the challenges of navigating prison life to the lessons learned over two decades, Michael shares his story with raw honesty. He discusses the decisions that led to his imprisonment, the personal growth he experienced, and the realities of life after release.

Matthew Murray shares his story about how one night of drunk driving led to a tragic accident and a charge of vehicular homicide. He talks about the events that unfolded, the time he spent in prison, and how the experience changed his life. Matthew reflects on the impact of his actions on the victims' families and the lessons he learned along the way. This episode highlights the serious consequences of impaired driving and the importance of making responsible choices.

Leroy Ebron, a former Rikers Island corrections officer, returns for his 5th appearance on the show to share more insights into life inside one of the most notorious jails in the country. He explains the creative and shocking ways inmates hide weapons and recounts the most unforgettable stabbing incident he ever witnessed during his time as a guard. Leroy also reveals how commissary items like beef jerky are used in unexpected ways. This episode offers a raw look at the dangers and survival tactics of life at Rikers Island.

Brandon Hantz, a former Bandido who is now "out bad," joins us to share his story of life inside one of the most well-known 1% outlaw motorcycle clubs. With very few interviews featuring former members of the Bandidos, Brandon offers a rare glimpse into the rules, structure, and challenges that come with the patch. From the strict brotherhood to the realities of leaving the club, he discusses the reasons behind his exit, the challenges of being "out bad," and the impact it has had on his life. This episode provides a unique look into the world of outlaw motorcycle clubs and what it means to live by the 1% lifestyle.

Michael Ballard, a former yard rep for a white supremacist prison gang, shares his story of life inside Arkansas supermax prisons. In this interview, Michael talks about his role within the gang, the brutal realities of prison life, and the choices that led him down this path. He also opens up about the challenges of leaving that world behind and the lessons he has taken from his time in the system.