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Alumni Business Spotlight: Ilan Arboleda '93

Chasing Injustice from Washington to Hollywood: The Cinematic Path of Ilan Arboleda '93
In 1993, if you had asked Ilan Arboleda’s teachers and classmates what his future held, the answer would have been unanimous: Washington, D.C.
 
As a student at Ransom Everglades, Ilan’s universe revolved around political philosophy and public service. While at RE he founded and served as President of the Political Union club, spent a summer studying political philosophy at Yale, and went on to Georgetown University with a singular, laser-focused goal: he wanted to be President of the United States. Ilan created his own college major, Culture and Democracy, with a minor in International Business Diplomacy, and he even landed a role working for the Bill Clinton administration.
But a funny thing happens when you teach RE students to look deeply at the world around them. Sometimes, the lane they initially choose as the path to change the world shifts entirely.
 
Today, Ilan is the Co-Founder and Managing Partner of CreativeChaos vmg, a feature film and documentary production company that melds art and social action. His films don't just entertain—they pass laws and spark cultural revolutions.
 
As RE celebrates this Alumni Business Spotlight, Ilan looks back at how the lessons of the tree-lined campus in Coconut Grove gave him the tools to reject the status quo and map his own unorthodox path to Hollywood.

Learning Subtext at RE
For Ilan, the foundation for a career in media was poured directly in RE’s Social Studies and Arts departments. "So much at RE informed what I do," Ilan says. "The entire Social Studies department inspired me. Mr. Hall, Mr. Commers, Mr. Shandor ’80, Mr. Pietsch, Mr. Stokes and Mr. Farshtey all ignited my love for politics."
 
But political theory was only half the equation. To become a world-class documentarian, one must learn how to read between the lines, a skill Ilan attributes to his humanities teachers. "Mr. Rodriguez, Ms. Proenza, and Ms. Borona taught me subtext, each in art and literature. It wasn’t social justice that sparked me then; it was politics, literature and art."
 
Even his time on the RE stage performing in A Room Full of Roses, directed by Drama teacher Ms. Kleinman, and his years running cross-country, playing soccer, track and football under coaches Mr. Pietsch and Doc Crabtree, instilled a fierce resilience in Ilan.
 
That RE connection remains vibrant today. Years after graduation, Ilan ran into his former teacher, Ms. Rebozo, at the premiere of one of his films. "She gave me some feedback and we laughed," Ilan recalls warmly. Ilan often works alongside fellow RE alumni, having worked on a movie called The Babysitters with Jenn Dubin ’93, making two movies with Robin Paul Kelleher ’95 and also producing his first independent film alongside Johnny Fletcher ’93. Ilan recently brought Noah Gold ’22 on board a project, which they are currently working on in Rhode Island.

The Pivot: From the Hill to a Hollywood Hustle
The turning point for Ilan came halfway through his sophomore year at Georgetown. While working on Capitol Hill and helping with political campaigns in Miami, the shifting political landscape of 1994 prompted some serious soul-searching. Ilan realized that public service didn't have to be confined to the halls of Congress. He began exploring the concept of "Third World Cinema," art revolutions and political dissidence.
 
"I always loved art and academics, but leaned towards academia," he says. "At some point, I realized it doesn't have to be binary."
 
Abandoning the traditional trajectory that led his peers straight to Wall Street, Ilan packed up his car and drove across the country to Los Angeles. His introduction to Hollywood was anything but glamorous. He survived by walking dogs, washing windows and selling printer ribbons, all while interning about 75 hours a week for free at a production company.
 
His relentless work ethic paid off in classic Hollywood fashion: a few weeks into his internship, the company fired his boss and handed Ilan the full-time job.
 
Suddenly, he found himself on the Disney lot working on The Other Sister, directed by the legendary Garry Marshall, who was riding the success of his iconic hit, Pretty Woman. This movie lot became Ilan’s unofficial film school. Marshall even allowed the young alumnus to direct a scene. Ilan followed that up by working on Runaway Bride, cementing friendships he maintains to this day.
 
But his heart belonged to independent, purposeful storytelling. Driven by a fierce determination, he moved to New York and produced his first independent feature film by age 24, co-writing and producing alongside his RE classmate, Johnny Fletcher ’93.

Moving the Needle: Films that Create Change
In 2010, after a decade of creating international films and even setting up the first and presently active film fund in Colombia, Ilan co-founded CreativeChaos vmg with his business partner, Tom Donahue, whom he met at the Sundance Film Festival. Their mission was simple: make movies that matter.
 
Their debut project, Casting By, threw a spotlight on Marion Dougherty and the unsung, iconic casting directors of Hollywood history. The documentary earned multiple Emmy nominations, won the National Board of Review, the Audience Award at the Toronto International Film Festival, and premiered on HBO in 2013. But the real victory came a decade later. In 2024, largely due to the cultural conversation sparked by the film, the Academy of Motion Picture Arts and Sciences finally announced a new Oscar category for Casting Directors.
 
For Ilan, a project’s success isn't measured by box office numbers, but by its emotional and systemic truth. His projects are a masterclass in Paul C. Ransom’s philosophy of putting back more than you take:
 
  • Thank You for Your Service: A deeply personal documentary tackling mental health in the military. Ilan’s team didn't just raise awareness; the film was used to help pass four federal laws regarding military mental healthcare.
  • This Changes Everything: Executively produced alongside RE alum and current parent Robin Paul Kelleher ’95, this documentary confronted gender inequality in Hollywood. Premiering to 2,000 people in Toronto and becoming a Netflix hit, it directly catalyzed structural changes in the entertainment industry.
  • Bleed Out: An HBO documentary investigating systemic medical errors that ultimately influenced positive safety changes for over 80,000 healthcare workers across the Midwest.
Encountering challenges at every turn and hearing "no" throughout his career, Ilan has remained persistent and unwavering in his core values. Remarkably, he had only two bosses during his entire Hollywood career, a testament to his determination to chart his own path and ultimately work for himself. For Ilan, "doing what you love makes it not feel like work."
 
That love, he says, is storytelling: using film to shine a light on injustice and inspire positive change.
 
"I hate injustice," Ilan says bluntly. "I've spent my life chasing injustice. As filmmakers, our job is ultimately to entertain. We tell true stories, but truth is relative. When it comes to conveying authenticity, truth has to be authentic, both factual and emotional truth."

Execution, Persistence and Coming Full Circle
When he isn’t researching upcoming projects (he is currently diving into the history of the 1930s and The Wizard of Oz for an upcoming project) or producing thought-provoking content like The Great Divide, a film about the history of violence in America, which is coming out later this year, Ilan protects his spare time fiercely. He spends every available moment traveling and watching 80s classics like The Goonies with his daughter, Dalia.
 
Reflecting on his journey from a politically ambitious RE teenager to a disruptive Hollywood force, Ilan’s advice to current students is anchored in the reality of making a big idea happen.
 
When asked what success looks like to to him, Ilan has two thoughts, first he says “Success to me is to continue doing what I love by making movies and pushing boundaries. I realize how lucky I am to get to make movies but also to make movies that I want to make every single time. ” His second thought and what he wants current RE students to know is, “Your success will be in your ability to execute. Persistence and vision are the prerequisites for execution. Some people call that manifesting or vision boarding. It means you will get a thousand no’s, but it comes down to a sense of purpose. When you find your sense of purpose, it makes things easy to pursue.” 
 
Ultimately, Ilan realizes he never actually abandoned his high school dream of public service; he just swapped a podium for a camera. His purpose he realized, "wasn't about being a politician, it was about being a public servant."

Creative Chaos vmg Website
LinkedIn - Ilan Arboleda '93
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Founded in 1903, Ransom Everglades School is a coeducational, college preparatory day school for grades 6 - 12 located on two campuses in Coconut Grove, Florida. It is rated the top private school in Miami and among the 10 private schools in North America. Ransom Everglades School produces graduates who "believe that they are in the world not so much for what they can get out of it as for what they can put into it." The school provides rigorous college preparation that promotes the student's sense of identity, community, personal integrity and values for a productive and satisfying life, and prepares the student to lead and to contribute to society.


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