
Empower Youth Through HealingJustice
Supporting individuals affected by poverty and the justice system with mentorship and education.
Transforming lives, building futures.
★★★★★
Empower Youth Through Healing Justice
Inside Out is dedicated to empowering youth and individuals impacted by poverty, substance abuse, and the criminal legal system through education, mentoring, and support initiatives that foster personal development.


Empowering Youth Together
We provide support and guidance for youth affected by poverty and the justice system.
Mentoring Programs
Our mentoring initiatives foster personal development and resilience in youth through virtual and in-person support.


Healing Justice Circles
Participate in healing justice circles that address hidden traumas and promote emotional well-being.
Advocating for, educating, and supporting youth and their families in navigating through life and the criminal justice system.
Criminal Engagement Assistance
Special Projects
Supporting youth through mentoring and justice system navigation initiatives.


Parole Package Preparation
Parole Package Preparation focuses on assembling essential documents that tell an individual's story, including their criminal history, offenses, and a summary of their behavior while incarcerated, such as participation in rehabilitation programs and educational achievements. A key component is the Parole Release Plan, which outlines living arrangements, employment or educational goals, and any support programs they intend to engage with after release, showcasing their readiness for a stable life outside prison. Additionally, individuals receive help crafting a personal statement that reflects on their past and demonstrates accountability, along with letters of support from family or community members to strengthen their case. By ensuring all paperwork is complete and compelling, this service enhances their chances of presenting themselves favorably during their parole hearing.


Non-Traditional Approach to Criminal Legal Issues
The Non-Traditional Approach to Criminal Legal Issues seminar is a dynamic three-day event designed to explore fresh perspectives on navigating the complexities of the criminal justice system. Instead of sticking to the usual legal jargon and traditional methods, this seminar dives into innovative strategies that empower participants to tackle their legal challenges in new ways.Throughout the three days, attendees will engage in interactive discussions, hands-on workshops, and real-life case studies that highlight alternative solutions and approaches. The goal is to equip individuals—whether they're facing legal issues themselves or supporting someone who is—with practical tools and insights that can make a real difference.
Six-Week Youth Development Program
Our signature Six-Week Youth Development Program runs three times a year, and it's all about empowering young people to thrive. This program is designed to provide the tools, support, and inspiration that youth need to navigate the challenges they face.Over the course of six weeks, participants engage in a variety of activities that focus on personal growth, skill-building, and leadership development. We create a nurturing environment where they can explore their interests, set goals, and build confidence. From workshops and group discussions to hands-on projects, each session is crafted to inspire and motivate.What sets this program apart is its focus on sustainability—helping youth not just in the moment, but equipping them with skills and knowledge they can carry forward into their futures. Whether they’re working on communication skills, learning about teamwork, or discovering their passions, this program is all about helping them become the best versions of themselves. It’s a fantastic opportunity for youth to connect with peers, gain life skills, and feel empowered to make positive choices in their lives.


If you’re looking to have me speak at your event about topics like the Non-Traditional Approach to Criminal Legal Issues or the Six-Week Youth Development Program, it’s super easy! Just reach out through my website or the contact info provided for speaking requests. Shoot me an email or fill out a contact form with the details of your event, like the date, location, and who will be attending. This helps me get a good sense of what you’re looking for and how I can best fit in. Let me know which topics you want me to cover. Whether it’s sharing insights from the youth program or discussing fresh takes on legal issues, I can customize my talk to resonate with your audience. Once we nail down the details and confirm my availability, we can discuss things like how long the talk will be, whether it’ll be in-person or virtual, and any specific needs you might have. I’ll make sure to prepare engaging content that connects with your audience, leaving them inspired and informed. I’m excited to collaborate and create a memorable experience for everyone involved!
Speaking Engagements


Who is Richard R. Jackson?
Richard R. Jackson grew up in Brooklyn, New York's infamous Marcy Houses. At the age of seventeen, he was convicted and sentenced to 17 years to life. Ultimately, he would spend twenty-six years in prison as a result of his actions.
Richard is the author of “Inside Out”, a book journaling his two decades in over 10 facilities within the New York State Department of Corrections system and how he overcame all obstacles to transform his life. Since gaining his freedom, Richard has dedicated his life to working with community organizations and correctional facilities as a mentor, consultant, and facilitator to impede the incarceration of our youth.
In all of his work, Richard utilizes a pedagogy of a non-traditional approach to criminal and social justice issues, healing justice concept and restorative justice practices.


Founder of "Inside Out," Richard R. Jackson, speaks about his passion and mission

"Inside Out: Prison, Poetry & Perseverance" by Richard R. Jackson
"Inside Out" is a powerful and deeply personal memoir by Richard R. Jackson, who shares his journey from a troubled youth in Brooklyn to his experiences behind bars starting at the young age of 17. With raw honesty and heartfelt passion, Richard recounts the struggles he faced while incarcerated and the lessons he learned about brotherhood, love, and loyalty. Richard candidly reflects on his past to inspire others to break free from the cycle of crime and make positive choices in their lives. Now residing in Schenectady, New York, Richard dedicates his life to uplifting others through his work as a re-entry specialist. He actively engages with youth and community programs, focusing on empowerment and crime prevention.






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