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The Chicago Journal

Howard Goldberg’s Long Career of Reinventing Himself Across Mediums

Howard Goldberg’s Long Career of Reinventing Himself Across Mediums
Photo Courtesy: Alexander Mechow

By: Usman Niazi Seo

In Hollywood, reinvention is almost a survival skill. But for filmmaker, sculptor, and musician Howard Goldberg, it has always been more than that—it’s his creative DNA. Over a career spanning more than four decades, Goldberg has continually reshaped his artistic identity, shifting between film, visual art, and music while maintaining a singular voice that defies convention.

From Indie Darling to Surreal Storyteller

Goldberg first caught the eye of cinephiles in the 1970s with Apple Pie, a surreal, satirical comedy that stood out in the crowded field of American independent cinema. While many filmmakers of that era chased gritty realism, Goldberg leaned into the absurd, crafting strange yet funny sequences that captured the unpredictability of life.

That early film positioned him as a cult figure, the kind of director audiences didn’t quite know how to categorize—but couldn’t forget. The seeds of surrealism planted there would continue to bloom throughout his career.

Reinventing in the 1990s

Two decades later, Goldberg reemerged with Eden (1996). Though tonally different from his earlier experimental work, the film proved Goldberg could handle mainstream storytelling while still sneaking in his signature wit. The film was featured in the Dramatic Competition at the Sundance Film Festival and played all over the world.

For many directors, the leap from indie surrealist to studio filmmaker might seem like a contradiction. For Goldberg, it was just another reinvention—proof that he could adapt his voice to fit a bigger canvas without losing authenticity.

A Meta-Experiment in the 2010s

Goldberg returned again in 2013 with Jake Squared, a deeply personal, semi-autobiographical film that blurred lines between reality and imagination. In it, a filmmaker confronts different versions of himself—past, present, and imagined—in a surreal family drama. The movie was a bold, self-reflective swing that felt at once experimental and heartfelt.

Critics noted that Jake Squared represented a full-circle moment. It combined the offbeat surrealism of Apple Pie with the more accessible narrative style of his mid-career projects. For Goldberg, it was less about looking back than about fusing decades of creative evolution into something new.

Sculpture as a Parallel Career

Film has been Goldberg’s most visible platform, but sculpture has been an equally important outlet. His sculptural works, often figurative and textured, mirror the surreal qualities of his filmmaking. Where cinema lets him bend time and narrative, sculpture allows him to explore form and space.

The two mediums often inform each other. Goldberg’s sculptor’s eye shapes how he frames a shot, and his filmmaker’s sense of rhythm influences how he approaches three-dimensional art. For audiences who have followed his work across disciplines, it’s clear that both expressions come from the same restless creative core.

Music in the Mix

Goldberg has also woven music into his storytelling—not only as a soundtrack but as an essential narrative tool. His musical instincts give his films a rhythm that feels almost like jazz improvisation, shifting tones and moods in ways that keep viewers off balance.

Outside of cinema, music has been another field where Goldberg has expressed himself freely. For him, music, sculpture, and film are not separate silos but parts of the same creative conversation.

Always Outside the Mainstream

Part of Goldberg’s enduring appeal is his refusal to play by the industry’s rules. He’s never been a Hollywood insider chasing box office numbers or awards. Instead, he has built a career on the fringes, cultivating smaller but passionate audiences who appreciate his willingness to experiment.

That independence has allowed him to reinvent himself again and again, moving between mediums without being trapped by expectations. For younger artists, his career serves as proof that longevity doesn’t come from staying in one lane—it comes from daring to cross over.

Themes That Tie It All Together

While his mediums may change, Goldberg’s work consistently explores themes of identity, time, and human connection. Whether through surreal film scenarios, figurative sculpture, or music, he grapples with the contradictions of being human—our regrets, our humor, our constant search for meaning.

This thematic continuity is what makes his reinventions feel less like detours and more like a natural progression. Every new project is another angle on the same questions he’s been asking all along.

Looking Ahead

At this stage in his career, Goldberg continues to work across multiple disciplines, unbound by industry categories. He remains active in the independent film community while also pursuing sculptural projects and new musical experiments.

For Goldberg, reinvention isn’t about chasing relevance—it’s about staying true to the instinct that first led him to make films in the 1970s: curiosity. As long as there are new forms to explore, he’ll keep creating.

A Legacy of Reinvention

Howard Goldberg’s legacy may not be built on blockbuster success or Hollywood fame, but it carries a different kind of weight. His body of work shows that art thrives at the intersections—between mediums, between surrealism and humor, between the personal and the universal.

In a culture that often demands artists specialize, Goldberg has built a career on the opposite philosophy: that reinvention is the ultimate creative act.

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