In this episode of The Last Mile Radio, Ryan Leaf sits down with Michael "Harry-O" Harris, a trailblazer in both the rap industry and in advocating for the formerly incarcerated. Harry-O opens up about his powerful journey from incarceration to becoming a key figure in the entertainment world, sharing how he found purpose and redemption.

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They dive into Harry-O's introduction to The Last Mile, an organization that empowers incarcerated individuals through education and entrepreneurship, and explore the programs that are making a tangible difference for those reentering society. The conversation also touches on the impact of the rap industry, the importance of community outreach, and the work being done to help the formerly incarcerated, especially within Los Angeles.

Join Ryan and Harry-O as they discuss resilience, redemption, and the power of second chances.

Episode 72 -Michael "Harry-O" Harris

Ryan Leaf chats with Larry Miller about his role in growing Jordan Brand and his passion for mentorship and leadership.

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Episode 73 -Larry Miller

On this episode of The Last Mile Radio with Ryan Leaf, Ryan sits down with Tara Trask, an entrepreneur, litigation strategist, activist, and mom. As the President of Trask Consulting, Tara leads a boutique firm specializing in litigation strategy, jury research, and trial consulting. Tara brings a unique blend of professional expertise and personal passion to the conversation.

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Episode 74 -Tara Trask

On this episode of The Last Mile Radio with Ryan Leaf a groundbreaking story of transformation as the Indiana Pacers embrace fair chance hiring, demonstrating how professional sports teams can lead the way in creating meaningful second chances.
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Episode 75 -The Indiana Pacers

The Last Mile Radio with Ryan Leaf speak with a number of individuals with ties to Putnamville Correctional Facility in Greencastle, IN
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Episode 76 -Putnamville

The Last Mile Radio with Ryan Leaf speak with a number of individuals with ties to Putnamville Correctional Facility in Greencastle, IN including Christine Blassinger, TLM student Ivan, and TLM student Jeff. 
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Episode 77 -Christine Blessinger, Ivan, Jeff

Ryan Leaf welcomes Timothy "Redd" Littlepage.  To Learn More Go To TheLastMileRadio.org

Episode 78 -Timothy "Redd" Littlepage

From growing up with an incarcerated father to becoming San Quentin's youngest warden, Chance Andes discusses his mission to revolutionize prison culture. He shares insights from Norway's prison system, his commitment to staff wellness, and his belief in rehabilitation over punishment. The episode also features Rashan 'New York' Thomas, a former inmate turned successful writer and advocate, who shares his inspiring journey from a 55-life sentence to freedom.
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Episode 79 -San Quentin Sessions Part 1

In this moving conversation from San Quentin, students Hanok, Tom, and Tony open up about their paths to transformation and the role of radical accountability in their lives. They discuss how The Last Mile's technology programs gave them hope, from coding to audio production, while building a supportive community. Through candid stories of personal growth, they reveal how the program helped them move beyond their past and develop valuable skills for their future, despite the challenges of long-term incarceration.
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Episode 80 -San Quentin Sessions Part 2

The Last Mile Radio with Ryan Leaf concludes the San Quentin Sessions with Lieutenant Guim’Mara Berry, the first African American woman to hold the position of Public Information Officer at San Quentin State Prison.  Ryan continues with Katy Gilbert, the Classroom Facilitator for The Last Mile, and CalPIA's Rusty Bechtold.  The show concludes with current TLM student Raheem.  
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Episode 81 -San Quentin Sessions Part 3

The Last Mile Radio shares inspirational stories from justice-impacted people who have experienced personal transformation and amplifies the voices of influencers and agents of change in the evolution of the U.S. Justice System.
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Episode 76 -Putnamville

The Last Mile Radio

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