Lisa Reilly

The Hustler Files

Society EN ↓ 195 episodes

In this inaugural season follow the journeys of two ex-offenders, Keron and Kia, from their troubled pasts to their entrepreneurial aspirations and plans, they are taking control of their lives, and as they hustle to create a new future you’ll be inspired by their grit, passion, and perseverance to succeed. We'll also look inside the lives of other ex-offenders who have become successful entrepreneurs and the organizations that are available to help those who know their future lies ahead, not behind. Join me, Lisa Reilly, for a groundbreaking, episodic podcast series where the belief that fail...

Be sure to visit the podcast's website and support the creator: www.spreaker.com

Author

Lisa Reilly

Category

Society

Podcast website

www.spreaker.com

Latest episode

Oct 30, 2026

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Episodes

FOUR WASN'T FAILURE, IT WAS FINDING FAITH 30.04.2026

What does it take to rebuild a life after four incarcerations, across four different decades, and stay the course when the path isn't easy? Today we welcome Tammy Franklin of Prison Fellowship, a woman, mother and wife whose lived experience, at every decade in her life, challenged her with incarceration, until a powerful transformation from God led her to serve others walking the same difficult r...

THIEF, PRISONER, SOLDIER, PRIEST (a book by guest Paul Cowley) 30.04.2026

In this powerful episode we hear the remarkable story of Paul Cowley, a man whose life journey reflects the true power of hope, faith, and second chances. After experiencing the consequences of poor choices that led him into prison, Paul's life took an unexpected turn when a compassionate military officer offered him a second chance, a unique moment that would ultimately change the direction of hi...

FROM INCARCERATED TO INFLUENCER: THE JESSE CROSSON STORY 15.04.2026

Meet Jesse Crosson, author of The Best Part of Prison, founder of the Second Chancer Foundation, an inspirational voice for second chances, and now a social media influencer. But that wasn't how it all started. At just 18 years old, Jesse's life changed forever after a robbery and shooting led to a 32-year prison sentence. What followed was nearly two decades behind bars, time that could have defi...

FROM INCARCERATED YOUTH TO COMMUNITY LEADER 14.04.2026

Today we meet Pray'Eon, a young emerging leader whose already young life journey reflects the power of second chances and personal transformation. Once involved in the justice system and placed in a juvenile detention center at a young age, Pray'Eon now uses his lived experience to guide others and advocate for positive change. Through resilience, reflection, and mentorship, he has transformed his...

WHEN CLASS ACTION WINS OUT OVER RETALIATION 22.03.2026

Access to justice stops at the prison gates unless you happen to be incarcerated in one of the few states in the U.S. that has prisoner legal services available. For 9 plaintiffs and another 150 incarcerated men at the Souza-Baranowski Correctional Center in Massachusetts, legal help from Prisoner Legal Services and Hogan Lovells Law Firm was able to offer legal support, and won a $7 million landm...

WHEN YOUR SUPERPOWER STANDS AT THE INTERSECTION OF JUVENILES & JUSTICE 18.03.2026

As attorney, youth advocate and Executive Director of the Coalition for Juvenile Justice, Melissa Milchman's "superpower" is bringing people and organizations together to improve the lives of children and youth, and strengthen communities across the U.S.  Even today her mother says she's been wearing her superhero cape since she was a child. In this episode, Melissa shares how collaboration across...

SHERIFF CALLS ICE ARREST 'BUSH LEAGUE' 08.03.2026

When a routine evening in Portland, Maine turned into a highly publicized arrest involving Federal Immigration Authorities, it sparked questions far beyond one incident and triggered a Sheriff showdown. In this episode, Cumberland County Sheriff Kevin Joyce unpacks the events surrounding the arrest of a correctional officer trainee by ICE during a federal operation known as Operation Catch of the...

ONE SYSTEM, TWO PATHS; RESTORATION VS. PUNISHMENT 02.03.2026

Northwestern Massachusetts District Attorney David Sullivan is always up for a powerful conversation that challenges conventional ideas of justice, and what it truly means to serve a community. From traditional prosecution to innovative restorative justice practices, Sullivan shares how his office is working to balance accountability with opportunity, giving both victims and offenders, a voice in...

WHEN HOPE MEETS ACTION: LIVES RECLAIMED 22.02.2026

In Part 2 of the conversation with the Seattle Clemency Project, we are joined by Brooke Kaufman, Director of Communications and Author, at the SCP, and client Grady Mitchell. In a deeply personal look at what clemency truly means, not just in policy, but in people's lives, Grady shares his journey of transformation, purpose, and paying forward the hope he was given. It was his hope that helped hi...

FINDING HOPE IN A NO-PAROLE STATE 22.02.2026

In Part 1 of a two-part conversation, we sit down with leaders from an organization working at the intersection of justice, advocacy, and second chances. The Seattle Clemency Project is a lifeline for so many incarcerated individuals who may have been eligible for parole, if the State of Washington had a parole system.  Musa Abul-Mateen, Executive Director of SCP, and a formerly incarcerated indiv...

FOSTERING CHANGE, ONE CHILD AT A TIME 14.02.2026

From surviving abuse, instability, and homelessness to building a national nonprofit to helpfoster children, this is the powerful journey of Rob Scheer, founder of the organization Comfort Cases. After experiencing firsthand the harsh realities of the foster care system where children often carry their belongings in trash bags, Rob turned his story into a movement focused on restoring dignity, com...

IT'S OKAY TO SAY THE F WORD 14.02.2026

From a felony to the CEO of a Global foundation, Michelle Cirocco knows firsthand that second chances work, because she lived it. After serving time in prison, Michelle rebuilt her life by taking a job at a call center, inside a local correctional facility. Today, she leads the Televerde Foundation, helping incarcerated and formerly incarcerated women gain workforce credentials, employment, and lo...

INTELLECTUAL ESPRESSO 06.02.2026

Tore Price was serving time behind the wall, in Michigan, when he learned about the Inside-Out Prison Exchange Program being taught by the University of Michigan. According to Tore, there were 1,000 incarcerated individuals who rushed to sign up for the weekly class with students from the University. With only 15 slots available lady luck was definitely on Tores side. When asking him to describe t...

FROM LECTURE HALLS TO BEHIND THE WALL | LIFE, INSIDE OUT 05.02.2026

While prisons in the United States offer a variety of educational pursuits, it only took a brief conversation between a college educator and an incarcerated individual for the Inside-Out Prison Exchange Program to be born. Four decades later, the Inside-Out Prison Exchange Program is still going strong, thanks to Founder, Lori Pompa. Lori's vision to bring her students, from Temple University to i...

GUIDED BY EXPERIENCE + GROUNDED BY SCIENCE = CHANGING OUTCOMES 23.01.2026

Dan Sheridan and Ashley Anderson are both PhDs and licensed behavior analysts, but don't let their titles fool you; their work at Auburn University is no desk job. In partnership with the Alabama Department of Youth Services, Dan and Ashley headup a team of undergraduate students, graduate clinicians, and full-time staff who provide support for juvenile offenders within a local secure residential...

THE REALITY IS IN THE NUMBERS 11.01.2026

Welcome to Season 4! Wanda Bertram from the Prison Policy Initiative stops by to discuss the latest insights and highlights on current incarceration rates, parole, juvenile justice, and how women incarcerated in the U.S. compare to other states and countries . While the statistics are alarming when reading the 'whole pie' research that the Prison Policy Initiative is known for, the truth of the cr...

GRIT, GRACE & NOT A GANGSTER 11.01.2026

Leadership was always in the cards for Kristin Kline. Despite being incarcerated, it only took one coach in an Arizona women's prison to encourage Kristin that she had leadership qualities and wasn't a gangster.  Finding faith in herself, she launched a workout program for the women in her prison section and took to the prison yard to improve the mental health and healing of her podmates. In this...

30 YEARS AND 30 FEET FROM DEATH'S DOOR 27.12.2025

Anthony Ray Hinton was 29 years old when falsely accused of multiple murders. With no money to hire an attorney and up against a criminal justice system that accused him based on the color of his skin and a false ballistics test, he spent 30 years on death row, only feet away from the execution chamber at Holman State Prison in Alabama. In this emotional episode, Ray shares his harrowing journey t...

JUSTICE IN THE FACE OF OVERWHELMING ODDS 27.12.2025

This episode explores the transformative journey of Brett Thomas, who at 18 years old was sentenced to an excessive prison term for a crime he personally did not commit. Brett is joined by Beth Henderson, Pro Bono Director at Microsoft, and they share the powerful story of how the Seattle Clemency Project helped Brett connect with Beth and her team to navigate the complexities of the Washington St...

THE POWER OF TRUTH SHALL NOT BE SILENCED 27.12.2025

Radha Natarajan is the Executive Director of the New England Innocence Project, based in Cambridge, Massachusetts. In this episode, Radha shares her journey into the world of wrongful convictions and the challenges faced by those, behind the wall, fighting for justice. Radha also shares her and her team's hard-fought battle to free Edward Wright, a man who spent 41 years in prison for a crime he d...

STORIES OF (THANKS)GIVING 08.12.2025

Nothing is more heartwarming as the Holiday's approach than to re-feature a montage of stories of resilience, community, and the transformative power of giving. In this newly arranged episode, we delve into the inspiring initiatives from the Franklin County Sheriff's Office's gardening program, the impactful work of the East Hampton Community Center, and the innovative food service programs at the...

FROM SMALL TOWN TO HIGH SHERIFF, AGE IS JUST A NUMBER TO JILLIAN MYERS 02.12.2025

Sheriff Jillian Myers of Grafton County, New Hampshire, isn't just the first and youngest female High Sheriff ever elected in her hometown, but she's also a wife and mama to her three little girls.  While a career in law enforcement wasn't on her radar till college, Sheriff Myers says she couldn't see herself doing anything else. Her commitment to the communities and people within her rural county...

THREE WOMEN, THREE JOURNEY'S, THREE LEGACIES OF LOVE 26.11.2025

When three women,  a Warden, an Attorney turned Social Justice advocate, and a Filmmaker all cross paths at a maximum security prison for women in Bedford Hills, NY, anything is possible. The synergy they embody drives ground-breaking change for the innovative work taking place at the Bedford Hills Correctional Center. From filmmaker Jenifer McShane, whose documentary Mothers of Bedford explored t...

UNPACKING JUSTICE THROUGH THE WRITTEN WORD 25.11.2025

In this montage episode, join us on a reflective journey as we share three of our favorite author interviews from the last few years. With highlights from discussions with notable and famous legal figures, Stephen Bright and James Kwak, who delve into the systemic failures of justice in the criminal courts, to Sarah Burns, a documentarian and author, who recounts the harrowing story of the Central...

HELLO TRUTH, IT'S ME IVY 05.11.2025

Meet Ivy Scott, a community engagement reporter for The Marshall Project.  Ivy currently covers community-driven investigative and public service journalism about the criminal justice system in St. Louis and the state of Missouri.  So what is The Marshall Project? Named after civil rights advocate Thurgood Marshall, The Marshall Project is a national nonprofit news organization that seeks to eleva...

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