Nightmare Success In and Out

What happens if your worst fear becomes your reality? Brent Cassity was a successful CEO working in a family business that grew to a national company that was recognized by the media of being the pioneers in their industry. Brent had it all and lost it all. He found himself standing at the gates of Leavenworth Prison to serve a 5 year sentence. Brent's podcast explores the stories of inmates who were in and now out of prison. What was life like before they went in, life inside prison, and life now that they are back home. These conversations are deep, sad. often funny, but always interesting.

Nightmare Success In and Out is a society podcast hosted by brent cassity, with 244 episodes on record and a Required Pod Score of 80.

brent cassity hosts Nightmare Success In and Out, a society show with 244 episodes published.

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  Episode #243

  He Met Him in a Cage on Death Row: William Noguera & Walt Pavlo’s Unlikely Friendship

  Sep 24, 202638 minS5

  In 2013, Forbes contributor and former federal prisoner Walt Pavlo walked onto San Quentin’s Death Row and into a cage with William Noguera—a man who had been condemned to die. Neither expected that meeting to become a friendship lasting more than a decade. William would spend nearly four decades on Death Row before walking free in 2025. Along the way, he became an accomplished artist and bestselling author and developed extraordinary relationships with serial killers, gathering information connected to solving decades-old cold cases. That work that ultimately became part of the Oxygen television series with William Noguera and FBI Investigator Ken Mains: Death Row Confidential: Secrets of a Serial Killer. Walt had traveled a very different road—from a white-collar conviction and federal prison to becoming a prolific Forbes writer covering crime, punishment, and the criminal justice system. Walt is also the founder of Prisonology.com , an expert firm that assists attorneys and defendants in navigating the federal criminal justice system. Now, William and Walt sit down together with Brent Cassity to tell the story of an unlikely friendship born inside a cage on Death Row—and how that friendship ultimately made it to the other side. WILLIAM NOGUERA'S BOOKS Through the Lens of a Monster https://www.amazon.com/dp/B0FGGYJZ9B Escape Artist https://www.amazon.com/dp/B0HG7QV2SK WALT PAVLO / PRISONOLOGY ⚖️ Prisonology — Helping attorneys and defendants navigate the federal criminal justice system https://www.prisonology.com 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 at prisonist.org. Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount Visit Discoverability.co. Auto Plaza Direct "Your personal car concierge!" Let them handle every detail to find your perfect car autoplazadirect.com. Author Saffron Gustafson www.mynameissaffron.com, "My Name is Saffron." Author Nevin Shetty, "Second Chance Economics: How Hiring The Formerly Incarcerated Can Unlock $1 Trillion in GDP." www.secondchanceeconomics.com

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  Episode #242

  60 Years in Prison. A Governor’s Pardon. Sam Harris’s Second Chance

  Sep 17, 202659 minS5

  Samuel E. Harris went from serving his country in the U.S. Army to battling addiction and receiving a 60-year prison sentence. More than 24 years later, a rare gubernatorial pardon gave him a second chance at freedom. Sam joins Brent Cassity on Nightmare Success In and Out to share the military trauma that changed his life, the choices that led to prison, and the transformation that began behind bars. He opens up about founding an inmate-led recovery group, helping others pursue clemency, surviving the denial of his own pardon, and the emotional journey of returning home after nearly 25 years. Now an author, speaker, veteran advocate, and co-founder of the Reentry and Recovery Alliance, Sam is using his experience to help others navigate recovery, reentry, and the legal system. A powerful conversation about accountability, faith, perseverance, and the belief that no one should be defined solely by their worst day. 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 at prisonist.org. Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount Visit Discoverability.co. Auto Plaza Direct "Your personal car concierge!" Let them handle every detail to find your perfect car autoplazadirect.com. Author Saffron Gustafson www.mynameissaffron.com, "My Name is Saffron." Author Nevin Shetty, "Second Chance Economics: How Hiring The Formerly Incarcerated Can Unlock $1 Trillion in GDP." www.secondchanceeconomics.com

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  Episode #241

  From Addiction and Prison to Award-Winning Journalist | Ryan Moser

  Sep 10, 20261h 6mS5

  Addiction cost Ryan Moser his marriage, his freedom, and precious years with his son. After cycling through juvenile detention and prison, he received a 10-year Florida sentence for a crime committed while addicted to pain pills. Behind the walls, Ryan picked up a pen—and discovered the purpose he had been searching for his entire life. With little formal education and no journalism background, he became an award-winning writer, published approximately 250 pieces while incarcerated, and emerged from prison as a professional journalist. Today, Ryan’s work has appeared in The Philadelphia Inquirer, The Marshall Project, Slate, Condé Nast Traveler, and other national publications. Now 12 years sober, he shares how writing saved his life, how he rebuilt his relationship with his son, and why lasting change requires going all in every single day. This is a powerful conversation about addiction, incarceration, fatherhood, purpose, redemption, and turning the worst chapter of your life into the beginning of something extraordinary. 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 at prisonist.org. Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount Visit Discoverability.co. Auto Plaza Direct "Your personal car concierge!" Let them handle every detail to find your perfect car autoplazadirect.com. Author Saffron Gustafson www.mynameissaffron.com, "My Name is Saffron." Author Nevin Shetty, "Second Chance Economics: How Hiring The Formerly Incarcerated Can Unlock $1 Trillion in GDP." www.secondchanceeconomics.com

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  Episode #240

  “I Ran Out of Tomorrows”: From Luxury Interior Designer to Federal Prison | Jennifer Michele Helm

  Sep 3, 20261h 38mS5

  Jennifer Michele Helm built a successful career designing luxury homes and believed she had finally made it. But behind the beautiful interiors and public image, her business and personal life were unraveling. Jennifer had already survived one extraordinary nightmare. At 29, a devastating stroke caused by three holes in her heart took away her ability to speak and write. She fought her way back, recovered her voice, and rebuilt her design career. Years later, financial mismanagement, denial, alcohol, and decisions she now accepts responsibility for led to federal charges. Jennifer pleaded guilty to wire fraud and aggravated identity theft and received a 51-month federal prison sentence. In this candid conversation, Jennifer recounts the FBI investigation, her unexpected arrest, 13 months in county jail, Con Air, federal prison, and the painful separation from her children. She also explains how treatment, faith, meditation, radical accountability, and teaching yoga and Pilates to other incarcerated women helped her discover a new purpose. Now the founder of ARCI Wellness, Jennifer is rebuilding her life only months after leaving prison. The woman who once designed homes for others is learning how to redesign herself. 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 at prisonist.org. Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount Visit Discoverability.co. Auto Plaza Direct "Your personal car concierge!" Let them handle every detail to find your perfect car autoplazadirect.com. Author Saffron Gustafson www.mynameissaffron.com, "My Name is Saffron." Author Nevin Shetty, "Second Chance Economics: How Hiring The Formerly Incarcerated Can Unlock $1 Trillion in GDP." www.secondchanceeconomics.com

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  Episode #239

  Sentenced to 40 Years—He Became the Jailhouse Lawyer Who Set Himself Free | Chad Marks

  Aug 27, 20261h 1mS5

  At 24 years old, Chad Marks received a 40-year federal prison sentence. Facing the possibility of spending most of his life behind bars, he began teaching himself the law and became a respected jailhouse lawyer—helping other incarcerated men pursue sentence reductions and compassionate release. Chad eventually turned that knowledge toward his own case. After the First Step Act changed the sentencing laws used against him, his sentence was reduced from 40 years to 20 years. In 2020, after serving approximately 17 years, he walked free. Today, Chad is the author of Blood on the Razor Wire, a paralegal, prison consultant, podcast host and criminal justice advocate. He joins Brent Cassity to discuss surviving dangerous federal prisons, enduring solitary confinement, discovering purpose behind the wall and helping write his own path to freedom. This is the remarkable reinvention of Chad Marks. 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 at prisonist.org. Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount Visit Discoverability.co. Auto Plaza Direct "Your personal car concierge!" Let them handle every detail to find your perfect car autoplazadirect.com. Author Saffron Gustafson www.mynameissaffron.com, "My Name is Saffron." Author Nevin Shetty, "Second Chance Economics: How Hiring The Formerly Incarcerated Can Unlock $1 Trillion in GDP." www.secondchanceeconomics.com

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