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Nightmare Success In and Out

brent cassity
Nightmare Success In and Out
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  • “Behind the FTX Collapse: A Father’s Story of Survival”: Joe Bankman
    What happens when your son builds one of the largest crypto empires in history—and then it all comes crashing down?On this episode of Nightmare Success In and Out, Brent Cassity sits down with Joe Bankman, Stanford law professor and father of Sam Bankman-Fried, the convicted founder of FTX. In a candid and emotional conversation, Joe shares what it was like to watch the meteoric rise of FTX, the devastating collapse, and the personal toll it has taken on his family.This is not just a story about crypto or courtroom drama—it’s about fatherhood, resilience, and what it means to survive when your worst nightmare becomes your reality. Joe opens up about the weight of public scrutiny, the heartbreak of watching his son fall, and how he and his family are finding a path forward in the shadow of a global scandal.If you’ve ever wondered how families endure when the spotlight turns harsh, this episode is one you won’t forget.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. Discover support today at Prisonist.org Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount on services to boost your digital image and online reputation. Visit Discoverability.co and secure your online presence today. Skip the hassle of car shopping with Auto Plaza Direct. They’ll handle every detail to find your perfect vehicle. Visit AutoPlazaDirect.com "Your personal car concierge!"
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  • “Criminal Law, Politics, and Redemption” Meet Lawrence Blackmon
    In this episode of Nightmare Success, Brent Cassity interviews Lawrence Blackmon, a defense attorney and state representative from Mississippi. He is the founder and CEO of Legal Ease. They discuss overcoming the impact of past mistakes, and the importance of expungement in helping individuals reintegrate into society. Blackmon shares his personal journey, including an unexpected arrest during college and how it led him to create Expungement AI, a platform designed to assist individuals in clearing their criminal records. The conversation also touches on the challenges faced by those with criminal records, the need for reform in the criminal justice system, and the role of mental health in these discussions. Blackmon emphasizes the importance of empowering individuals through technology and offers advice for those looking to advocate for change in the system. Go to legalease.com to get started with setting yourself free with an expungement.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. Discover support today at Prisonist.org Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount on services to boost your digital image and online reputation. Visit Discoverability.co and secure your online presence today. Skip the hassle of car shopping with Auto Plaza Direct. They’ll handle every detail to find your perfect vehicle. Visit AutoPlazaDirect.com "Your personal car concierge!"
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  • "The Man with 9 Lives: The Joseph De Gregorio Story”
    In this episode of Nightmare Success, host Brent Cassity interviews Joseph De Gregorio, a former Wall Street trader who faced a life-altering journey through a liver transplant, Federal prison time, and ultimately, redemption. Joseph is lucky to be alive after receiving a liver transplant that had Covid. He was finally released from the hospital ICU after months, and 2 days later he is contacted by the SEC about an investigation that ends up becoming criminal. Joseph shares his experiences of navigating the complexities of the federal justice system, the importance of mitigation strategies, and the lessons learned from his time in prison. He emphasizes the power of personal responsibility, the significance of storytelling in every circumstance, and his commitment to helping others facing similar challenges with his company JN Advisor. jnadvisor.comShow 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. Discover support today at Prisonist.org Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount on services to boost your digital image and online reputation. Visit Discoverability.co and secure your online presence today. Skip the hassle of car shopping with Auto Plaza Direct. They’ll handle every detail to find your perfect vehicle. Visit AutoPlazaDirect.com "Your personal car concierge!"
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  • "Second Acts: Transforming Setbacks into Purpose" with Jeff Grant, Drew Chapin, Brent Cassity
    In this episode of the Nightmare Success podcast, Brent Cassity, Jeff Grant, and Drew Chapin discuss the challenges faced by individuals with federal convictions, the importance of community support, and the need for federal expungement laws. Jeff Grant, co-founder of the White Collar Support group, returned home from prison, became an ordained minister, and recently received his law license back to be a practicing attorney. Drew Chapin has been out of prison for 2 1/2 years and has not stopped as the founder of the Discoverability Company that helps people with their online footprint. He has also been a speaker at Yale and other universities. Together, they share personal stories of redemption and the impact of reentry on their lives, emphasizing the significance of advocacy for justice reform and the role of community in overcoming barriers. The conversation highlights the ongoing efforts with the federal expungement initiative to become a federal statute, and always the hope for a more compassionate criminal justice system. The Group discusses the impact the White Collar Support Group, that meets every Monday night at 7pmEST on zoom, provides to justice impacted white collar individuals who are seeking their community to seek support and shared experiences. Jeff shared the information of the upcoming White Collar Conference Saturday October 11th at 9am EST. Keynote Speaker CNN Commentator and Author Jeffrey Toobin: Author of the Book "The Pardon", Brent Cassity Interview of Joe Bankman (Sam Bankman Fried's father) Pardon & Expungement Panel with Prof. Mark Osler, Prof. Doug Berman, Prof.Todd HaughProf. Erin Frey Presents Yale Research Study on Second Chances for PeopleConvicted of White Collar CrimesRestoring Our Dignity Panel with Pamela Winn, Gina Pendergraph, Michael GainesEmcee: Craig StanlandHost: Jeff Grant, Co-host: Drew Chapinto register go to whitecollarconference.comto support the federal expungement initiative go to the federalexpungementinitiative.org go to prisonist.org for information about the white collar support groupShow 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. Discover support today at Prisonist.org Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount on services to boost your digital image and online reputation. Visit Discoverability.co and secure your online presence today. Skip the hassle of car shopping with Auto Plaza Direct. They’ll handle every detail to find your perfect vehicle. Visit AutoPlazaDirect.com "Your personal car concierge!"
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  • From Time Served to Voice Heard: Eddie Ellis
    In this powerful episode of Nightmare Success In and Out, host Brent Cassity sits down with Eddie B. Ellis Jr., returning citizen, author, and advocate to unpack his personal journey from teenage conviction to lifelong activism. Arrested at age 16 and sentenced to decades in the criminal legal system, Eddie reflects on the transformative path of reentry, the perseverance it took to reclaim his voice, and the ways language and labeling shape not only identity, but opportunity. He shares firsthand what it means to rebuild, the gaps in the system he’s worked to repair—especially around solitary confinement, sentencing of youth, and supports for people coming home—and the hope he holds for social change. Listeners will walk away not just inspired by Eddie’s survival, but challenged to rethink how we see “success,” justice, and redemption.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. Discover support today at Prisonist.org Protect your online reputation with Discoverability! Use code NIGHTMARE SUCCESS for an exclusive discount on services to boost your digital image and online reputation. Visit Discoverability.co and secure your online presence today. Skip the hassle of car shopping with Auto Plaza Direct. They’ll handle every detail to find your perfect vehicle. Visit AutoPlazaDirect.com "Your personal car concierge!"
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About 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.
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