IFH 859: What James Gunn Taught Me About Success with Will Keenan

IFH 859: What James Gunn Taught Me About Success with Will Keenan

What does a career look like when it spans cult films, Bollywood productions, Hollywood boardrooms, and ultimately a complete reinvention of purpose?

In this episode, Will Keenan shares one of the most unconventional journeys in entertainment. From landing the lead role in Tromeo and Juliet alongside a young James Gunn to producing independent films, working in Bollywood, and eventually becoming an executive at Maker Studios, Endemol, and Streamup, Will offers a rare insider perspective on how the entertainment industry transformed from traditional filmmaking into the digital era.

But this conversation goes far beyond career milestones. Will delivers a brutally honest look at why most independent films fail, how online audiences have become the new gatekeepers of success, why creators should stop waiting for permission, and how YouTube has replaced many of Hollywood’s traditional discovery systems. The discussion culminates in his decision to leave Hollywood behind and create St. Babs, a nonprofit foundation honoring his mother’s legacy, proving that sometimes the most meaningful chapter of a creative life begins after professional success.

Become a supporter of this podcast: https://www.spreaker.com/podcast/indie-film-hustle-a-filmmaking-podcast--2664729/support.

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IFH 860: Hollywood’s Book Whisperer Reveals Why Most Scripts Never Sell with Lane Shefter Bishop

IFH 860: Hollywood’s Book Whisperer Reveals Why Most Scripts Never Sell with Lane Shefter Bishop

What if the reason your screenplay isn't getting attention has nothing to do with your writing ability?In this eye-opening conversation, Lane Shefter Bishop—known throughout Hollywood as "The Book Whi...

23 Juni 39min

IFH 858: The Cinematographer’s Secret to Making Actors Trust You with Jared Hess

IFH 858: The Cinematographer’s Secret to Making Actors Trust You with Jared Hess

What separates a good cinematographer from one that directors, producers, and talent repeatedly trust with high-pressure productions?In this episode, cinematographer Jared Hess shares hard-earned less...

9 Juni 37min

IFH 857: The Untold Story of ECW’s Rise & Fall with John Philapavage

IFH 857: The Untold Story of ECW’s Rise & Fall with John Philapavage

What happens when a lifelong wrestling fan decides to document one of the most chaotic and misunderstood subcultures in entertainment history?In this episode, filmmaker John Philapavage breaks down th...

2 Juni 1h 58min

IFH 856: How to Make an Indie Film When You Have NO Money with Bob Woolsey & Darren Borrowman

IFH 856: How to Make an Indie Film When You Have NO Money with Bob Woolsey & Darren Borrowman

What does it really take to make an independent film with almost no money, no studio backing, and no guarantees?In this episode, filmmakers Bob Woolsey and Darren Borrowman break down the entire chaot...

26 Maj 1h

IFH 855: The Crazy Story Behind Shooting Clerks (The Clerks Biopic) with Christopher Downie

IFH 855: The Crazy Story Behind Shooting Clerks (The Clerks Biopic) with Christopher Downie

Christopher Downie’s filmmaking journey began the same way many indie filmmakers start—with VHS tapes, cheap cameras, and a deep obsession with movies. But after discovering Kevin Smith’s Clerks and t...

19 Maj 1h 21min

IFH 854: Why Most Indie Films Fail Before Production Even Starts with Jenna Edwards

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What really stops independent filmmakers from succeeding?According to producer and actress Jenna Edwards, it’s not talent, money, or even connections—it’s the complete lack of a real plan. In this pow...

12 Maj 1h 12min

IFH 853: The Legal Mistake That Can Destroy Your Film Career with Nellie Akalp

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What if the biggest threat to your film isn’t your budget… your script… or even your distribution—but something legal you never even thought about?In this episode, Nellie Akalp, CEO of CorpNet, breaks...

5 Maj 35min

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