society
Hosted by brent cassity · society · EN-US · 249 episodes
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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Contact path
Verified email
Booking probability
36%
Guest openness
Selective
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Signup to Generate a PitchWhat 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.
Recent episodes include "From Wall Street to Federal Prison: How Failure Rebuilt Pierre Rogers" (22 October 2026, 72 minutes), "The Death Row Artist Who Helped Solve Cold Cases | William Noguera" (1 October 2026, 65 minutes), and "He Met Him in a Cage on Death Row: William Noguera & Walt Pavlo’s Unlikely Friendship" (24 September 2026, 38 minutes).
Nightmare Success In and Out publishes roughly weekly, with episodes averaging 75 minutes across 249 episodes.
Booking probability for Nightmare Success In and Out is 36%, and the host is rated Selective on guests. Nightmare Success In and Out requires a Pod Score of 80 or higher. Nightmare Success In and Out's contact route on record: verified email.
The strongest fits for Nightmare Success In and Out are Courts, Police & Public Safety. Nightmare Success In and Out has a society audience.
Nightmare Success In and Out is a society show with 249 episodes published.
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Episode #248
Pierre Rogers rose from childhood poverty to become one of the youngest senior vice presidents at Columbia Management, Bank of America’s asset-management division. By age 30, he had achieved his dream of owning a home...
Episode #244
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...
Episode #243
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...
Episode #242
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...
Episode #241
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...
Episode #240
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...
Episode #239
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...
Episode #238
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...
Episode #237
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...
Episode #237
Chris L. Young was only 22 years old when a federal judge sentenced him to two mandatory life sentences without the possibility of parole under federal drug laws. Most believed his story was over. Instead, Chris...
Episode #236
In this unforgettable episode of Nightmare Success , Brent Cassity sits down with former Harris County Sheriff's Deputy Kent McGowen to hear the story that has defined more than three decades of his life. Kent shares...
Episode #235
What happens when your entire life changes overnight? Former Arkansas State Senator Jeremy Hutchinson appeared to have it all—a successful legal career, a respected position in public office, and a future in politics...
Episode #234
How does a respected university professor lose everything? Dr. Julie Howell spent decades building a successful career in higher education, earning the respect of colleagues and mentoring future educators. From the...
Episode #231
Exonerated twice. Jimmie Gardner was living his dream as a professional baseball prospect with the Chicago Cubs when a wrongful conviction stole 27 years of his life. After decades behind bars, relentless legal work...
Episode #230
Grammy Award-winning jazz trumpeter Irvin Mayfield Jr. joins Brent Cassity for an unforgettable conversation about success, public failure, federal prison, and rebuilding a meaningful life. Once celebrated as New...
Episode #229
For nearly eighteen years, Damien lived inside a prison cell waiting for the state to execute him. Most people know the story of the West Memphis Three. They know the headlines, the documentaries, the controversy, and...
Episode #228
Rashmi Airan had it all—an Ivy League education, a successful law career, and a bright future. Then everything changed. After becoming entangled in a mortgage fraud scheme during the housing boom, Rashmi faced federal...
Episode #227
Scott Maddox spent decades at the center of Florida politics. He served as Mayor of Tallahassee, chaired the Florida Democratic Party, and ran statewide campaigns for Attorney General and Governor. He was widely viewed...
Episode #226
<p>In this powerful episode of Nightmare Success In and Out, host Brent Cassity sits down with Desmond Meade, one of the most influential voices in criminal justice reform and voting rights advocacy.</p><p>Before...
Episode #225
<p>On this episode of Nightmare Success In and Out, host Brent Cassity sits down with justice-impacted author Kalise White, whose powerful journey from trauma and silence to healing and purpose is inspiring people...
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