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The Soulful Generosity of ‘Sing Sing’


Early in the film Sing Sing, a group of inmates in the titular maximum-security prison gather for a brainstorming session. As members of the Rehabilitation Through the Arts (RTA) program, they have to pick their next play to stage, and one of them has suggested they come up with an original comedy. At first the men hesitate, but they gradually enter into a flow of pitches: One wants cowboys to be involved. Another suggests incorporating ancient Egypt as a setting. A fan of A Nightmare on Elm Street proposes adding the character Freddy Krueger into the mix, because why not? The group generates idea after idea without stopping, each member buoyed by the othersโ€™ clear enthusiasm.

Sing Sing is full of scenes like this: moments in which a creative exercise sparks a refreshing camaraderie among the incarcerated men. Based on the real-life program that offers the facilityโ€™s inhabitants an outlet in theater and other disciplines, the film is an earnest depiction of art as a healing force. That may not sound like the most surprising or fresh message for a film to deliverโ€”of course art is a profound channel for clarity and connectionโ€”but Sing Sing is remarkable for its empathetic approach to every character. Itโ€™s a tender look at the act of being vulnerable, a process made exponentially more difficult in a place where a personโ€™s humanity is often extinguished at the door.

Part of the movieโ€™s warmth comes from its casting: Other than a handful of recognizable actorsโ€”including Colman Domingo, who plays the aspiring performer and playwright John โ€œDivine Gโ€ Whitfield, and Paul Raci, who plays the programโ€™s non-incarcerated writer-director, Brentโ€”the cast consists of RTA alumni. The plot, too, is rooted in reality: Sing Sing portrays the unexpected friendship between Divine G and his fellow inmate Clarence โ€œDivine Eyeโ€ Maclin. (Maclin plays a version of himself; the real Whitfield appears in a cameo.) When the movie begins, the two could not be more different. Domingoโ€™s Divine G is known as a soulful RTA veteran who studies Shakespeare and operates as Brentโ€™s informal assistant director; Divine Eye is a feared presence in the prison and a newcomer to the RTA who struggles to articulate his emotions. Slowly, the two bond as they try to mount the troupeโ€™s latest play, Breakinโ€™ the Mummyโ€™s Codeโ€”as in the one with cowboys, ancient Egypt, and Freddy Kruegerโ€”a show the RTA did actually manage to stage.

With so many details pulled directly from history, along with scenes shot inside an intake prison that had housed the RTA alumni featured in Sing Sing, the film often plays like a documentary. The director Greg Kwedar trails the men into their cells and workspaces, catching snippets of their conversations. Sometimes, they reminisce about their life before prison. Other times, they joke about their roles. In these moments, the film avoids the showier histrionics seen in prison dramas in favor of capturing the menโ€™s interiority. The camera moves slowly when it zooms, and close-ups come into focus with the same unhurried precision. Such a languorous pace, soundtracked by a hypnotic score composed by the Nationalโ€™s Bryce Dessner, casts a meditative spell, encouraging the viewer to notice more. Take, for instance, the way Divine G and Divine Eye have decorated their cells: The former has pinned up a list of his goals, including writing novels; the latter has pencil drawings taped onto his walls. The pair share a love for art, even if itโ€™s not obvious to them at first.

Sing Sing falters when the script forces dramatic moments that feel contrived, and some dialogueโ€”such as a character noting how talking about feelings is โ€œsomething men donโ€™t get to do too oftenโ€โ€”comes off as a tad on-the-nose. But Domingo and Maclin anchor the film nicely, both delivering fine-tuned performances that convey why the RTA isnโ€™t merely an extracurricular activity for either of their characters. In Divine Gโ€™s case, itโ€™s a lifeline. Convicted of a homicide he did not commit, heโ€™s spent years working with innocence projects and fighting for appeals hearings that get him nowhere; being part of the troupe keeps his hurt from calcifying into self-hatred. For Divine Eye, meanwhile, itโ€™s a portal to expressing himself more honestly. As Hamletโ€”yes, Hamlet is also a part of Breakinโ€™ the Mummyโ€™s Codeโ€”he taps into a side of himself heโ€™d previously buried underneath an intimidating facade.

Perhaps the most striking element of Sing Sing, then, is that the film doesnโ€™t care to explore how unusual the program may seem to outsiders. Instead, it takes the troupe membersโ€™ journeys with their newest production seriously, focusing on how much solace they gain in having a space to simply play. โ€œTrust the process,โ€ Brent tells the group again and again, reminding them that they donโ€™t need to let anything else in as they create. Sing Sing immerses its audience in the RTAโ€™s efforts the same way, guiding them gently into a world well worth keeping in the spotlight.

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