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Inside Netflix’s SONGS FROM THE HOLE: Where Music Meets Redemption

  • blrbmag
  • Sep 29
  • 2 min read

Updated: Oct 6

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SONGS FROM THE HOLE is a groundbreaking Netflix Original documentary-visual album that blends music, memory, and storytelling into a deeply affecting portrait of forgiveness, family, and the redemptive power of art. At its center is James “JJ’88” Jacobs, who at just 15 took a life, only to lose his brother three days later. Told through narration, journal entries, and original music, the film captures JJ’88’s journey of searching for peace and healing while serving a double-life prison sentence. Interweaving reality with imagined memories, dreams, and spiritual dialogues, the result is a raw yet poetic testament to resilience and transformation.


Director Contessa Gayles (The Feminist on Cellblock Y, The Debutantes) collaborates with JJ’88, producer/music producer richie reseda, and producer David Felix Sutcliffe to create a narrative that transcends traditional documentary. The film is equal parts truth-telling and visionary art, with JJ’88’s original songs guiding the audience through his internal struggles and hard-won revelations. Accompanied by Songs from the Hole EPa 13 track collection first written and recorded in prison and later reproduced with JJ’88’s original prison vocals—the project extends beyond film into a sonic journey of survival. Tracks like “Here Now” stand as melodic testaments to redemption, offering a real-life story of “hood healing” that only someone who lived it could write.


JJ’88, raised in North Long Beach, found his voice and purpose through music during 18 years of incarceration. His freestyle sessions behind bars became lifelines, sharpening his craft and laying the foundation for the work he would later share with the world. Released from his life sentence in 2022, JJ’88 now uses his art as both testimony and tool for change. His story is brought to life by Contessa Gayles, an Emmy-nominated, award-winning filmmaker whose work explores identity, liberation, and radical imagination. Together, their collaboration in Songs From the Hole has earned critical acclaim, including the SXSW Audience Award and the 2025 Cinema Eye Honors Heterodox Award, solidifying its place as one of the most powerful music documentaries of our time. For more information on Songs From the Hole, visit: Netflix




JJ'88 and Contessa Gayles
JJ'88 and Contessa Gayles

REVIEWS


"A deeply affecting experience, both musically and dramatically" 


"A staggering hip‑hop visual album that also doubles as a cry for humanity"


“Eye-opening in a way you may have forgotten your eyes could still be opened” 


“Visually fluid and emotionally complex”


“One of the year’s most anticipated documentaries … a culture-shifting film.” 



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