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Artwork for Nightmare Success In and Out

Nightmare Success In and Out

brent cassity
White Collar Crime
Prison Reform
Wrongful Convictions
White Collar Conference
Community Support
Entrepreneurship
Criminal Justice System
Duane Williams
Reentry After Incarceration
Isolation and Recovery
Reentry
Leavenworth
Resilience
Mental Health
Domestic Violence
Networking
Criminal Justice Reform
Leavenworth Prison
Federal Prison
Redemption

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 w... more

PublishesWeeklyEpisodes240Founded5 years ago
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Society & Culture

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Artwork for Nightmare Success In and Out

Latest Episodes

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 ... more

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 th... more

YouTube

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 transformed his life from inside a p... more

YouTube

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 how his dream of serving in law e... more

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Recent Guests

Chris Young
Former inmate, author of The Wound Is Where the Light Enters, public speaker
Author, Speaker, Consultant
Episode: The Judge Who Sentenced Him to Life Fought to Set Him Free | Chris L. Young Story
Kent McGowen
Former deputy sheriff, author of Reasonable Doubts
Harris County Sheriff's Department (former); Author
Episode: He Wore the Badge. Then Went to Prison. | Kent McGowen's Story
Jeremy Hutchinson
Former Arkansas state senator, attorney, and federal prisoner turned reform advocate
Unify US
Episode: Former Arkansas State Senator Jeremy Hutchinson: Federal Prison, Presidential Pardon & Finding Purpose Again
Julie Howell
Dr. Julie Howell, educator and survivor
Higher education ( Ohio and Texas )
Episode: The Hidden Cost of Gambling Addiction: Dr. Julie Howell opens up about surviving prison
Jimmie Gardner
Two-time exoneree, former baseball player
Independent (exoneree, activist)
Episode: From Future Baseball Star to 27 Years in Prison: The Two-Time Exoneration of Jimmie Gardner
Irvin Mayfield Jr.
Grammy Award-winning musician, composer, jazz trumpeter, culture ambassador of New Orleans
Musician / Artist
Episode: Irvin Mayfield Jr.: Grammy Award, Federal Prison & The Comeback Story Nobody Saw Coming
Damien Echols
Convicted in the West Memphis Three case; bestselling author and speaker
West Memphis Three case / author
Episode: Death Row to Bestselling Author | Damien Echols on the West Memphis Three, Freedom & Life After Death
Rasmi Airan
Ivy League-educated attorney, federal prisoner, and global keynote speaker
Author of All Rise; leadership speaker
Episode: From Federal Prison to Fortune 500 Speaker | Rashmi Airan's Incredible Comeback Story
Scott Maddox
Former mayor of Tallahassee, Florida; political figure
Former Florida politician
Episode: Mayor, Governor Candidate, Federal Inmate: Scott Maddox's Untold Story

Host

Brent Cassity
Host of Nightmare Success In and Out; leads conversations with justice-system impacted guests about life before, during, and after prison.

Reviews

5.0 out of 5 stars from 331 ratings
  • We Are Not Our Worst Mistake

    Brent Cassity’s Nightmare Success podcast shows that, although people have made mistakes that have landed them in prison, the moment and the consequence doesn’t define who they are. That in spite of those circumstances people can overcome those moments and find hope, change, possibility, a new life full of meaning and purpose.

    Apple Podcasts
    5
    Setting Failure
    United States5 months ago
  • An Honest and Essential Podcast

    Brent creates a space where people impacted by the federal justice system can finally tell their stories. He gives a voice to those who deserve to be heard by shining a light on realities most Americans never see and revealing the human cost of a system that often punishes unfairly. Brent has a rare gift for helping guests open up about their darkest chapters. Nightmare Success Stories is an insightful podcast that truly contributes to the national conversation about reform.

    Apple Podcasts
    5
    J.Anthony2
    United States5 months ago
  • Truth is where real change begins

    I’ve lived both sides of success—the version the world applauds and the one it turns away from. That’s why Nightmare Success In and Out resonates with me on a different level.

    Brent Cassity isn’t interested in surface-level stories. He goes straight to the truth—the mistakes, the consequences, the fallout—and more importantly, what comes after. Being a guest on the show wasn’t just an interview, it was a real conversation about accountability, ownership, and what it actually takes to rebuild a ... more

    Apple Podcasts
    5
    JS Gratitude
    United States5 months ago
  • Silent Exoneration

    I was rush indicted on a fraud case so thin, it fell apart immediately once the AUSA was disqualified in a precedent-setting order - there is very little American case law where the optics of a prosecutor were so horrifying the judge had to step in. This roller coaster story didn’t have a home nor media willing to touch it - until Brent Cassity did. Now, what I lack in public vindication, I can at least point to one single place the whole story (or most of it) lives. This has brought unexpected ... more

    Apple Podcasts
    5
    Rd__bloom
    United States5 months ago
  • A great host and a powerful platform ⭐️⭐️⭐️⭐️⭐️

    Brent has created something truly special with Nightmare Success. As a recent guest on the show, I got to experience firsthand what a thoughtful, empathetic, and prepared host he is. He doesn’t just focus on the 'nightmare' of the justice system; he guides the conversation toward the resilience, purpose, and redemption that comes after. He creates a safe space for real vulnerability. Whether you have justice system experience or are just looking for proof that you can rebuild your life after hit... more

    Apple Podcasts
    5
    ItsJasonMade
    United States5 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Shows authenticity and compassion in telling reform stories.
Host asks thoughtful follow-ups that pull out practical lessons.
Narratives emphasize hope, accountability, and structured reintegration.

Top Society & Culture Podcasts

Stuff You Should Know
Stuff You Should KnowiHeartPodcasts
The Ezra Klein Show
The Ezra Klein ShowNew York Times Opinion
This American Life
This American LifeThis American Life
Behind the Bastards
Behind the BastardsCool Zone Media and iHeartPodcasts
Determined Society with Shawn French | Adversity & Mindset
Determined Society with Shawn French | Adversity & MindsetShawn French | Adversity & Determination Expert
Freakonomics Radio
Freakonomics RadioFreakonomics Radio + Stitcher

Talking Points

Recent interactions between the hosts and their guests.

The Hidden Cost of Gambling Addiction: Dr. Julie Howell opens up about surviving prison
Q: What is your biggest takeaway from this journey?
Prioritizing mental health, knowing rights and resources, and helping others navigate reentry are essential to turning a crisis into lasting, constructive change.
The Hidden Cost of Gambling Addiction: Dr. Julie Howell opens up about surviving prison
Q: How did your career path change after prison, and what supports helped your reentry?
She moved from university administration into roles that support education and advocacy, leveraging programs like the White-Collar Support Group and First/Second Step Act resources to rebuild.
The Hidden Cost of Gambling Addiction: Dr. Julie Howell opens up about surviving prison
Q: What were the key factors that led to your federal case and how did you navigate them?
Her confession in the proffer process revealed policy violations tied to non-criminal intent, leading to a plea with restitution and a focus on reducing prison time while maintaining responsibility.
Death Row to Bestselling Author | Damien Echols on the West Memphis Three, Freedom & Life After Death
Q: How did you survive the initial years on death row and keep hope alive?
I focused on building a life inside the cell, using meditation, energy work, and a disciplined daily routine to stay sane and grow, rather than fixating on the case or possible outcomes.
Doctor Turned Defendant: The COVID Hero Who Took on the Government | Dr. Ron Elfenbein Story
Q: What are your thoughts on government decisions around monoclonal antibodies and equity in distribution?
The federalization of distribution created shortages and inequities, as some states could not access therapies while others could. When the program shut down due to concerns about variants like Omicron, it felt like a misstep that cost lives. The episode highlights how policy decisions can have direct, life-or-death consequences on the ground.

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Frequently Asked Questions About Nightmare Success In and Out

What is Nightmare Success In and Out about and what kind of topics does it cover?

A compelling look at resilience and reinvention after prison, with guests who recount pre-incarceration success, the experiences inside, and the path forward after release. Episodes often center on legal ordeals, the impact on families, and practical strategies for rebuilding careers, credibility, and purpose. The show stands out for empathetic interviewing, a focus on second chances, and guests who transform hardship into advocacy, coaching, or entrepreneurship, making it useful for listeners seeking inspiration, accountability, and reform-minded perspectives.

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Which podcasts are similar to Nightmare Success In and Out?

These podcasts share a similar audience with Nightmare Success In and Out:

1. Not Gonna Lie with Kylie Kelce
2. Court Junkie
3. Crime Junkie
4. Matthew Cox | Inside True Crime Podcast
5. Scamfluencers

How many episodes of Nightmare Success In and Out are there?

Nightmare Success In and Out launched 5 years ago and published 240 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Nightmare Success In and Out?

Recent guests on Nightmare Success In and Out include:

1. Chris Young
2. Kent McGowen
3. Jeremy Hutchinson
4. Julie Howell
5. Jimmie Gardner
6. Irvin Mayfield Jr.
7. Damien Echols
8. Rasmi Airan

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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