Nightmare Success In and Out

brent cassity

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.

  1. 1d ago

    Life After Prison: Ending the White Collar Life Sentence | Jeff Grant & Drew Chapin

    The prison gates open. But does the sentence really end? Jeff Grant and Drew Chapin join Brent Cassity to explore the lasting consequences of a white collar conviction—from career barriers and damaged reputations to isolation and the emotional weight of starting over. They reveal why the White Collar Support Group has become a lifeline before, during, and after prison—and how connection helps people rebuild meaningful lives. This episode previews the October 10 White Collar Conference, “Ending the White Collar Life Sentence,” featuring keynote speakers Josh Smith, former Deputy Director of the Bureau of Prisons who also served a federal prison sentence, and former attorney Dickie Scruggs, known as the “King of Torts.” Scruggs joins Brent for a fireside conversation about his criminal justice journey. The conference also explores rebuilding careers, pardons, federal expungement advocacy, and reclaiming your story in the age of AI. A powerful conversation about accountability, belonging, and second chances. Every sentence should have a period. Conference information: https://whitecollarconference.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

  2. 5d ago

    The Death Row Artist Who Helped Solve Cold Cases | William Noguera

    William “Bill” Noguera was 18 years old when he committed a murder he neither minimizes nor excuses. Sentenced to death, he would spend approximately 42 years incarcerated—but behind the walls of San Quentin, Bill began rebuilding his identity through accountability, education, service, and art. Working from a prison cell, he became an internationally acclaimed, award-winning artist and the author of Escape Artist. He also created Death Row Diaries, mentored other prisoners, and developed a rare understanding of criminal behavior. Bill later spent years earning the trust of convicted serial killer Joseph Naso, documenting more than 300 pages of conversations about potential victims and unsolved murders. After contacting cold-case investigator Ken Mains, their extraordinary partnership became the foundation for Oxygen and Peacock’s Death Row Confidential: Secrets of a Serial Killer. Bill tells that story in his award-winning book, Through the Lens of a Monster. Now free after more than four decades, Bill joins Brent Cassity to discuss his childhood, crime, death sentence, artistic transformation, cold-case work, release, and the difficult meaning of genuine rehabilitation. It is a remarkable conversation about owning irreversible harm while choosing to make the life that remains mean something. WILLIAM NOGUERA'S BOOKS 📕 Through the Lens of a Monster⁠https://www.amazon.com/dp/B0FGGYJZ9B⁠ 📘 Escape Artist⁠https://www.amazon.com/dp/B0HG7QV2SK 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

  3. Sep 24

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

    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 Monsterhttps://www.amazon.com/dp/B0FGGYJZ9B 📘 Escape Artisthttps://www.amazon.com/dp/B0HG7QV2SK WALT PAVLO / PRISONOLOGY ⚖️ Prisonology — Helping attorneys and defendants navigate the federal criminal justice systemhttps://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

  4. Sep 17

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

    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

  5. Sep 10

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

    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

  6. Sep 3

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

    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

  7. Aug 27

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

    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

  8. Aug 20

    Wrongfully Convicted: Bruce Bryan Lost 29 Years — But Never Lost Hope | Nightmare Success

    Imagine being 23 years old and suddenly facing the possibility that you may never come home.Bruce Bryan wrongfully convicted of murder and sentenced to life in prison. He would spend more than 29 years inside maximum-security prisons across New York State, including Sing Sing, for a crime he did not commit.In this powerful episode of Nightmare Success In and Out, Bruce joins Brent Cassity to share how he survived nearly three decades behind bars without allowing bitterness to define him. Through education, personal development and mentoring others, Bruce transformed his mindset from victim, to survivor, to “thriver.”Remarkably, while still incarcerated at Sing Sing, Bruce competed against approximately 200 other incarcerated men and was selected to deliver a TEDx talk, using his voice to address the often-overlooked impact incarceration has on children and families.His clemency application ultimately grew to nearly 500 pages documenting his case, education and accomplishments. After receiving clemency and finally walking free, Bruce turned his experience into purpose. Today, he is a human justice advocate and change strategist using his voice to fight wrongful convictions and advocate for criminal justice reform.This is an unforgettable conversation about wrongful conviction, prison, resilience, mindset, clemency, freedom and what it means to go from victim—to survivor—to thriver.Your circumstances may imprison your body. They don't have to imprison your mind.🎙️ Nightmare Success In and Out with Brent CassitySubscribe for powerful conversations about incarceration, wrongful conviction, redemption, second chances, resilience and what happens when people survive their worst nightmare—and find a way to thrive. 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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About

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.

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