Reel Reviews | Diane Warren: Relentless (Middleburg Film Fest ’25)

Person with dark hair posing thoughtfully in front of large speakers.

by Charles Kirkland, Jr.

Diane Warren: Relentless is an intimate documentary exploring the legendary songwriter’s fierce drive, iconic career, and the personal journey behind her unforgettable hits.

Diane Warren, one of the most prolific and decorated songwriters in music history, takes center stage in Diane Warren: Relentless, a compelling and intimate documentary that showcases her unyielding drive, singular talent, and extraordinary legacy. With a career spanning over four decades, Warren has penned mega-hits for hundreds of artists across genres and generations, and somehow, she remains one of Hollywood’s most notorious underdogs.

Boasting 15 Academy Award nominations (and counting), an Honorary Oscar, as well as Grammy, Emmy, and Golden Globe wins, Warren’s impact on music is undeniable. In this long-gestating film directed by Bess Kargman, we get a rare, behind-the-scenes glimpse into Warren’s world, told with her signature humor, unfiltered candor, and a chorus of testimonials from some of the industry’s biggest names, including Cher, Common, Jennifer Hudson, Gloria Estefan, Mariah Carey, and many more.

The documentary lays bare the paradox of Warren’s career: staggering success paired with a surprising lack of competitive Oscars. (At the time of the film’s completion, she had 15 nominations and no wins; a sixteenth has since been added to that list.) Through personal stories, archival footage, and her own words, Relentless reveals a complex, often misunderstood figure whose tough-as-nails exterior masks a relentless vulnerability rooted in her upbringing. One of the film’s most striking revelations is her difficult relationship with her mother, who never believed in her, a lifelong source of pain and fuel for her drive.

Kargman does a remarkable job peeling back the layers of Warren’s personality, from her obsessive work ethic to her unapologetically rebellious nature. She’s blunt, uncompromising, and completely unfiltered, qualities that have made her both a revered and feared figure in the industry. The film doesn’t shy away from this contradiction; rather, it embraces it, showing how Warren’s combative worldview has become both her armor and her engine.

Some of the documentary’s most powerful moments come when revisiting the songs themselves. Hearing stories behind classics like DeBarge’s “Rhythm of the Night” or re-experiencing emotional anthems like “Because You Loved Me,” “I Don’t Want to Miss a Thing,” or Kesha’s recent “Dear Me” (a likely future Oscar contender), audiences are reminded just how deeply Warren’s music has permeated the cultural landscape. These musical interludes evoke nostalgia, admiration, and awe while providing a new context that may forever change how listeners hear them.

Much like Luther: Never Too Much, this film reframes iconic tracks in a deeply personal light. But Relentless goes a step further, tying Warren’s songs to the emotional scars and triumphs that birthed them. It’s not just a celebration, it’s an origin story told through melody and grit.

If there’s one lingering mystery the film leaves untouched, it’s Warren’s insistence on always covering her neck, a curious omission in an otherwise revealing portrait. Still, Diane Warren: Relentless delivers on its title. It’s an inspiring, sometimes raw, but always fascinating look at a woman who refused to back down, even when the world, including some of her own family, doubted her.

The MPAA has not yet determined a rating for Diane Warren: Relentless.  The film is an intimate and almost comprehensive look into the mind of a musical genius, reminding us to never judge a book by its cover. This isn’t just a documentary for music fans. It’s a film for anyone who’s ever been underestimated, dismissed, or told they weren’t enough and kept going anyway.

Grade: B+

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