James 'JJ'88' Jacobs

Formerly incarcerated musician and central subject of the documentary Songs From The Hole, who wrote and recorded an album in prison and shares his journey of accountability, healing, and creative transformation.

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Dec 1, 2025 • 39min

INTERVIEW: James 'JJ'88' Jacobs, Contessa Gayles & Richie Reseda Talk 'Songs From The Hole,' Prison To Purpose

James 'JJ'88' Jacobs, a formerly incarcerated musician, shares his transformative journey through music in prison. He discusses the impact of youth trauma and the criminal justice system on his life. Contessa Gayles, co-director of the visual album, highlights the healing power of storytelling. Richie Reseda offers insights into the challenges of creating music in prison and the importance of humility in their work. Together, they explore themes of accountability, forgiveness, and the potential for personal redemption.

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