For your consideration
Best Documentary Feature
SYNOPSIS
At 15, he took a life. Three days later, his brother’s life was taken. A moving chronicle of forgiveness, family, and the transformative power of art, SONGS FROM THE HOLE weaves music and mixed-media storytelling into an innovative documentary visual album.
Through clear-eyed narration and lyrical journal entries, incarcerated musician James “JJ’88” Jacobs reveals his innermost struggles as a person who has both committed and experienced violent harm. While serving a double-life prison sentence, he searches for healing and peace as he comes of age in this documentary-musical odyssey composed behind bars.
In a unique creative process director Contessa Gayles (The Feminist on Cellblock Y, The Debutantes) collaborated with protagonist/writer JJ’88 and producer/music producer richie reseda to interweave the collective storytelling of the film’s non-fiction participants, with imagined memories, dreams and spiritual dialogues set to JJ’88’s original music. The result is a powerful mix of truth-telling and dreaming that reveal the potential for healing and liberation within us all.
An incarcerated musician struggles for healing and peace as he comes of age in this documentary visual album composed behind bars.
PRIOR
AWARDS & NOMINATIONS
FESTIVAL AWARDS
WINNER — SXSW, Audience Award: Visions, 2024
WINNER — BlackStar Film Festival, Jury Prize: Best Feature Documentary, 2024
WINNER — Newark Black Film Festival, Jury Prize: Spirit of Paul Robeson Award, 2024
WINNER — Indie Street Film Festival, Jury Prize: Best Feature Documentary, 2024
WINNER — Fist Up Film Festival, Jury Prize: Best Feature Documentary, 2024
WINNER — Sing Sing Film Festival, Jury Prize: Excellence in Criminal Justice Storytelling, 2024
WINNER — Buffalo International Film Festival, Audience Award: Best Feature Documentary, 2024
WINNER — Urbanworld Film Festival, Audience Award: Best Feature, 2024
WINNER — St. Louis Film Festival, Audience Award: Best Feature Documentary, 2024
WINNER — New Orleans Film Festival, Audience Award: Best Feature Documentary, 2024
SPECIAL MENTION — New Orleans Film Festival, Jury Prize: Best Feature Documentary, 2024
INDUSTRY AWARDS
NOMINEE — IDA Award: Best Music Documentary, 2024
WINNER — Cinema Eye Honors: Heterodox Award, 2025
"A deeply affecting experience, both musically and dramatically"
Variety
"A staggering hip‑hop visual album that also doubles as a cry for humanity and justice"
RogerEbert.com
“Eye-opening in a way you may have forgotten your eyes could still be opened”
The Hollywood Reporter