"Second Acts: Transforming Setbacks into Purpose" with Jeff Grant, Drew Chapin, Brent Cassity episode artwork

EPISODE · Sep 25, 2025 · 53 MIN

"Second Acts: Transforming Setbacks into Purpose" with Jeff Grant, Drew Chapin, Brent Cassity

from Nightmare Success In and Out · host 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!"

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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"Second Acts: Transforming Setbacks into Purpose" with Jeff Grant, Drew Chapin, Brent Cassity

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This episode was published on September 25, 2025.

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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...

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