TJames 'JJ88' Jacobs

Musician and formerly incarcerated artist whose visual album and documentary Songs from the Hole chronicles writing and recording music while imprisoned and his journey to release and healing.

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Dec 1, 2025 • 1h 42min

FULL SHOW: Ray J Arrested on Thanksgiving, Kandi Burruss Addresses Spending Holiday with Ex + TJames 'JJ'88' Jacobs, Contessa Gayles & Richie Reseda Interview

TJames 'JJ88' Jacobs, a formerly incarcerated musician, and Contessa Gayles, a talented filmmaker, join to discuss their impactful documentary, Songs from the Hole. They share how creating music in prison became a lifeline for TJames, reflecting on the healing power of art. The conversation dives into the challenges of rehabilitation within the prison system and the legal restrictions on profiting from art created by incarcerated individuals. Their journey highlights the transformative nature of storytelling and music in overcoming past traumas.

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