"Songs From The Hole" is a powerful documentary about hope and forgiveness
- The Real Perspectives

- Aug 14
- 2 min read
Updated: Sep 12
Reel Perspectives
August 14, 2025

The highly acclaimed and moving documentary "Songs From The Hole" premiered at SXSW 2024, where it won the Audience Award in the Visions category and later the Jury Prize for Best Feature Documentary at the BlackStar Film Festival. The documentary, which made its Netflix debut on August 13, explores the life and incarceration of James "JJ'88" Jacobs by highlighting his journey of redemption and healing through his musical talents while serving a double life prison sentence.
In 2004, at the age of 15, Jacobs killed a young man in Bellflower, California, and three days later, in a cruel twist of fate, his brother was murdered. Directed by Contessa Gayles (The Feminist on Cellblock Y, Founder of Girls) in collaboration with JJ'88 and producer Richie Reseda, the documentary offers a vivid portrayal of human emotions through first-person narration and lyrical journal entries, exploring the foundation of James' identity.

In an interview with Netflix, Gayle shared her motivation for creating the film and the significance of telling James' story, stating, "Making this film, we knew we had the opportunity to really push the form and defy genre, to create something folks really haven't seen or experienced before." Further adding, "the documentary-visual album approach felt like the only real way to do JJ'88's soul-baring music, and his and his family's story, justice. Manifesting this creative vision, from the hole to Netflix, was only possible because of our very intentional collaboration, spanning across prison walls, one 15-minute phone call and handwritten letter in the mail at a time. This story is a testimony, and this film is an offering of the power of imagination, and the potential for healing within us all and liberation for us all."
With interviews, media storytelling, and a powerful documentary visual album, the film showcases James's original songs, creating a lyrical masterpiece that reveals his struggles, hopes, and dreams behind bars as both the perpetrator and victim of extreme violence. Through artistic film recreations, the documentary creatively reimagines the loved ones and those affected by James, and creatively furthers the conversations of social change, hope, and forgiveness.
"Songs From The Hole" is available to stream exclusively on Netflix.



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