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🎤 Exclusive conversations with celebrated artists, actors, musicians & creators.
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Jay Glennie is the author of The Making of Quentin Tarantino’s Once Upon a Time… in Hollywood, the definitive behind-the-scenes book on one of Tarantino’s most personal and meticulously crafted films.
Starring Leonardo DiCaprio, Brad Pitt, and Margot Robbie, Once Upon a Time… in Hollywood recreates a disappearing version of 1969 Los Angeles with obsessive attention to detail—every prop, location, costume, and needle drop carefully chosen to reflect Tarantino’s own memories of the era.
Glennie was granted rare, unprecedented access to document how that world was built. Drawing from more than sixty in-depth interviews with Quentin Tarantino, the cast, and key members of the crew—alongside extensive on-set photography and original production materials—the book goes far beyond a standard coffee-table release or oral history.
In this episode, Glennie breaks down the creative decisions, near-misses, and practical realities behind the film’s most iconic moments. He reveals which scenes almost didn’t happen, how performances evolved on set, and why certain choices mattered so deeply to Tarantino on a personal level.
For fans of Quentin Tarantino, classic Hollywood, and film production, this conversation offers a rare, insider look at how a modern classic was made—told by the only writer given unparalleled access to Tarantino’s creative process.
00:00 Why Quentin Tarantino Still Matters
01:07 Introducing Jay Glennie & the Definitive Tarantino Book
02:36 How Glennie Gained Rare Access to Tarantino
04:00 Coffee-Table Design vs Serious Film Biography
06:15 Andrew Cooper’s On-Set Photography
08:20 Writing Style: Making Film History Feel Cinematic
10:45 Casting Secrecy & Hollywood Power Dynamics
14:05 Table Reads, Nerves & Creative Tension
18:30 Interviewing 60+ Cast & Crew Members
23:40 Bruce Lee Controversy & Audience Reaction
28:45 Obsessive Detail: Props, Costumes & Locations
34:10 Studio Trust, Risk & the Flamethrower Ending
39:40 Legacy of Once Upon a Time… in Hollywood
About The Plug
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The Plug w/ Justin Jay is a bi-monthly arts and culture podcast featuring unfiltered, long-form interviews with the artists, entertainers, and innovators shaping today’s world. Each episode explores career challenges, inspirations, and the stories behind music, sports, design, and politics.
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Follow the audio podcast of The Plug w/ Justin Jay every other Thursday → https://www.theplugwithjustinjay.com
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Topics: music production, New York City history, hip-hop history, creative process, professional surfing, comedy, photography, arts & entertainment
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