Jennifer Rogers’ story is a full-blown roller coaster—small-town “perfect life,” cheerleading and pageants, then addiction, meth dealing, custody loss, and a federal sentence that forced her to face everything she tried to outrun. In this episode, Jennifer opens up about the double life, the turning points, and the moment she finally realized: it’s you vs. you.

Now the founder of the National Women’s Prison Reform Coalition, the visionary behind Rise Up Media, host of the Fenced In podcast, and author of The You Within, Jennifer shares what recovery really took, how she rebuilt her career through sales, and the spiritual shift that helped her reclaim her identity—and her life.

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!"

Sean Mueller built a hedge fund empire from the ground up—without a college degree—raising over $100M and becoming “the guy who never lost money.” But in the pressure-cooker era of Bernie Madoff and Wall Street crackdowns, a string of ethical blind spots and performance-driven decisions led to a securities fraud conviction and a 40-year state prison sentence.

In this episode of Nightmare Success In & Out, Sean opens up about the mindset shifts that fueled both his rise and his downfall, the moment everything collapsed, and what it took to rebuild his life from inside prison walls. Today, he’s a summa cum laude graduate, an advocate for prison education, and the author of the upcoming book: After The Walls: Living Without Shortcuts—speaking to leaders, compliance teams, and professional audiences about ethical decision-making under pressure and transforming setbacks into strength.

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!"

Cheryl Armstrong’s nightmare began at 16 years old—when she was sentenced to decades in prison and ultimately spent 26 years incarcerated. In this powerful episode of Nightmare Success In and Out, Cheryl takes us inside the reality of surviving nearly three decades behind the wall without losing hope—and the inner transformation that changed everything.

Now a two-time international bestselling author, keynote speaker, and founder of Plant Your Energy, Cheryl shares how daily discipline, intentional energy, and radical ownership of your choices can turn even the darkest chapter into purpose. This conversation is about accountability, redemption, and breaking free from the mental prisons that hold so many of us—inside or out.

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!"

Allyssa Baker’s story is the definition of Nightmare Success. What began as a prescription for pain spiraled into addiction, homelessness, and a six-year prison sentence. But behind bars, Allyssa made one decision that changed everything: she refused to quit. She earned her degree with honors, completed recovery work, and fought her way into Televerde—one of the most competitive, highest-paying jobs inside prison—learning elite B2B sales skills while incarcerated.

Now an Account Executive at Paychex, Allyssa opens up about the real moments that broke her, the discipline that rebuilt her, and how second chances—combined with relentless accountability—can turn rock bottom into a foundation. This is a masterclass in resilience, reentry, and the quiet power of doing the next right thing.

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!"

Tom Hardin—better known as Tipper X—went from Wharton to hedge funds, then into a nightmare that turned into one of the most shocking comeback stories on Wall Street. After getting pulled into the world of insider trading, Tom was approached by the FBI and became a covert cooperator in Operation Perfect Hedge, helping build more than 20 cases in what became the largest insider-trading investigation of a generation.

In this episode, Tom takes us inside the real-life thriller: the pressure, the rationalizations, the moment the FBI confronted him, and what it’s actually like to wear a wire and get people talking. We also talk about the cost to family, reputation, and identity—and how Tom rebuilt his life into a global speaking career focused on ethics, compliance, and staying off the slippery slope. Preorder / learn more: Tom’s book Wired on Wall Street (out February 2026) and his work as Tipper X. Go to tipperx.com

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!"

Filmmaker and producer John Santilli joins Brent Cassity to share a story that goes way beyond Hollywood credits. From working on projects tied to major studio releases to building his career through grit and relationships, John seemed to be living the dream—until a complex business deal spiraled into a federal securities fraud case, a public arrest, and years of legal chaos.

In this raw conversation, John walks through what it felt like to watch his reputation collapse, how fear and isolation hit his family, and what it took to survive the mental grind of being overcharged, misunderstood, and pressured into plea deals. He opens up about the raid on his home, the harsh realities of the system, and the rare moment that changed everything: a judge who actually looked at him like a human being.

This is a nightmare-to-meaning comeback story about accountability, perspective, resilience, and rebuilding a life—one piece at a time.

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!"

Former undefeated boxing star Charles Duke Tanner went from ESPN and Angelo Dundee’s gym to two life sentences in federal prison for a first-time, nonviolent drug conspiracy. Sixteen years later, he walked out of prison with a presidential clemency in 2020 and a full pardon in 2025. In this powerful episode of Nightmare Success In and Out, Brent Cassity sits down with Duke to unpack a story that feels like a movie script—but it’s all real.

Duke shares what it was like growing up in Gary, Indiana during the crack epidemic, becoming a rising boxing phenom, and how money pressures pulled him into a drug conspiracy that changed his life. He talks about hearing the words “two life sentences” in federal court, walking into a maximum-security prison at 24, and the mindset it took to keep hope alive when the system said he would die behind bars.

Inside, Duke became a leader—mentoring men, strengthening his faith, and being a present father to his son through letters, calls, and visits. He describes the moment he learned President Trump had granted him clemency, what it felt like to hug his son at the airport for the first time as a free man, and how he’s now using his second chance to fight for others.

Today, Duke is co-building Legacy Impact Group with Adam Clausen, serving as VP of Community Affairs for Engineered Tax Services non-profit group, helping justice-impacted entrepreneurs and nonprofits get grant ready, and advocating for the Safer Supervision Act and real second chances. Grab Duke’s book “Duke Got Life” on Amazon — this story needs to be in your hands.If you’ve ever wondered how someone can lose everything, hold onto hope, and come back with purpose—this conversation will stay with 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. 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!"

At 21, Yusef Andre Wiley was sentenced to life in a California prison after growing up in the gang-ridden streets of South Central Los Angeles. After surviving violence, a year in solitary, and a near-fatal run-in with a tower guard, a single letter from his father sparked a complete 180° turn.

In this episode of Nightmare Success In and Out, Brent Cassity and Yusef walk through the journey from life sentence to reentry leader, creating self-help programs inside prison and later founding Timelist Group, a reentry and housing nonprofit helping formerly incarcerated people with jobs, housing, education, and community. He is the author of the book "If I Knew Then."

If you’ve ever wondered whether real change is possible after a long sentence, this conversation is a masterclass in hope, responsibility, and total commitment to change.

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!"