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 242 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

brent cassity hosts Nightmare Success In and Out, a society show with 242 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

• 

  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

  ListenShow Notes
• 

  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

  ListenShow Notes
• 

  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

  ListenShow Notes
• 

  Episode #238

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

  Aug 20, 202649 minS5

  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

  ListenShow Notes
• 

  Episode #237

  The FBI Knocked—and This Attorney Opened the Door | Stuart Anderson

  Aug 13, 20261h 29mS5

  Stuart Anderson spent more than two decades building a successful career in law and business. Then federal investigators knocked on his door and said they only wanted to talk. Believing he had nothing to hide, Stuart invited them inside—a decision that marked the beginning of a nightmare he never imagined. After becoming involved in a federal investment fraud investigation connected to escrow transactions, Stuart pleaded guilty to conspiracy to commit wire fraud. He received a 48-month federal prison sentence and lost the law license and professional identity he had spent years building. Stuart joins Brent Cassity to discuss the FBI interview, the pressure of the federal plea-bargaining system, hearing a judge sentence him to four years, and entering prison during the isolation of COVID. He also describes the punishment that continued after his release, including applying for more than 600 professional positions while facing the stigma of a fraud conviction. Today, Stuart serves as Vice President of Research, Education & Programs at the Justice Restoration Foundation. He is using his legal education, business experience, and firsthand knowledge of incarceration to advance justice reform, government accountability, and second-chance opportunity. This is a story about losing a career, rebuilding an identity, finding faith and purpose, and learning that surrender does not mean giving up. 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

  ListenShow Notes

Recent guests on Nightmare Success In and Out. Study who booked and why before you pitch.

Based on semantic analysis of episode topics and host coverage, this show is a strong guest fit for executives in:

Industry fit is computed by PitchCentric using vector embeddings of the show's episode catalog.