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Nightmare Success In and Out

Nightmare Success In and Out

Written by: brent cassity
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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.brent cassity Social Sciences
Episodes
  • From Homelessness to the Time 100 List | Desmond Meade's Incredible Redemption Story
    Jun 4 2026

    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.

    Before becoming a Time 100 Honoree, MacArthur Genius Grant recipient, Nobel Peace Prize Nominee, and national leader, Desmond was homeless, addicted, justice-impacted, and standing on railroad tracks contemplating ending his life with a train that never came.

    Then everything changed.

    Desmond shares his remarkable journey from prison and addiction to helping restore voting rights for more than 1.4 million Americans. He discusses overcoming despair, surviving incarceration, finding purpose through service, attending law school, and transforming personal pain into a movement that changed lives across the country.

    This conversation is about redemption, resilience, second chances, faith, recovery, and discovering purpose after losing everything.

    If you've ever felt defeated, hopeless, or written off by society, this episode will remind you that your story is not over.

    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, "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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    1 hr and 36 mins
  • From Silence to Strength: Kalise White’s Justice-Impacted Comeback Story
    May 28 2026

    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 everywhere.

    Kalise opens up about the pain, labels, and emotional battles she faced after her life changed forever—and how she rebuilt herself piece by piece instead of allowing her past to define her future.

    Author of the books You Left Me, God Blessed Me and No Longer Silenced, Kalise shares raw truths about survival, identity, trauma, faith, and reclaiming your voice after everything falls apart.

    This is a story about redemption, resilience, healing, and refusing to stay broken.

    If you’ve ever faced shame, setbacks, judgment, incarceration, or the feeling that life knocked you down too hard… this episode is for you.

    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, "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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    1 hr and 9 mins
  • The Golden Boy, Varsity Blues & Prison: Gordie Ernst’s Fall and Fight Back
    May 21 2026

    What happens when the “golden boy” becomes national headlines overnight?

    On this episode of Nightmare Success In and Out, host Brent Cassity sits down with former Georgetown University tennis coach Gordie Ernst for one of the most honest conversations yet about the infamous Varsity Blues Scandal.

    Gordie opens up about growing up as Rhode Island’s “golden boy,” becoming a respected college coach, working with the Barack Obama family, and how his life exploded after the college admissions scandal became national news.

    This is more than a story about indictment and prison. It’s about identity, shame, family, survival, rebuilding, and finding purpose after public failure.

    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, "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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    1 hr and 5 mins
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