From Prisoner to Prison Owner: Kerwin Pittman’s Blueprint for Second Chances

What happens when your worst fear becomes your reality… and you come back determined to rebuild the very system that once held you?In this powerful episode of Nightmare Success In and Out, Brent Cassity sits down with Kerwin Pittman, a nationally recognized recidivism reduction expert, founder and executive director of Recidivism Reduction Educational Program Services, and the first formerly incarcerated person in U.S. history to purchase a decommissioned prison.Kerwin shares his journey from growing up in poverty and violence, to gang involvement, prison time, solitary confinement, and ultimately a complete transformation from the inside out. He opens up about the moment that changed everything, how he educated himself while incarcerated, and how he came home with a mission to create real second-chance infrastructure.Now, Kerwin is turning a former prison into a recidivism reduction campus focused on workforce development, behavioral health, education, housing support, and opportunity for justice-impacted people.This is a story about redemption, purpose, and what it really means to keep the main thing the main thing.Show sponsors: Navigating the challenges of white-collar crime? The White-Collar Support Group at Prisonist.org offers guidance, resources, and a community for those affected. Discover support today at Prisonist.org Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount on services to boost your digital image and online reputation. Visit Discoverability.co and secure your online presence today. Skip the hassle of car shopping with Auto Plaza Direct. They’ll handle every detail to find your perfect vehicle. Visit AutoPlazaDirect.com "Your personal car concierge!"