E11 JACKSON HOLDAWAY | Measuring Success, Authenticity, Community & "The Art of Creating"
Description
Jackson Holdaway is a filmmaker, artist, and content creator. In this episode, we discuss his creative journey, his passion for storytelling, and the lessons he’s learned along the way.
From creating magic-like video edits to working with household content creators internationally, from humble beginnings. Jacks shares his thoughts on sacrifice, staying motivated, and the importance of authenticity in art.
We explore his creative process, the evolving role of AI in filmmaking, and how he sets ambitious goals while embracing growth challenges.
Whether you’re a filmmaker, content creator, or dreamer, this episode is packed with insights, motivation, and actionable advice to help you pursue your passion with authenticity and excellence.
Moments:
(0:00 ) - 🟣 Intro
(5:10 ) - 🎬 Filmmaking Beginnings – How it all started
(9:25 ) - 🎥 Creative Influences – Techniques that shaped my style
(11:27 ) - 📚 Self-Taught Filmmaking – Learning everything from YouTube
(13:00 ) - ⏳ The WHY – Making time for what truly matters
(15:22 ) - 🎞️ Film vs. Reel – Crafting engaging stories in different formats
(25:18 ) - 😲 “Jacks is gonna kill Jacks” – The video I never uploaded
(26:31 ) - 🆚 Short vs. Long Content – Key differences and storytelling impact
(29:07 ) - 🎨 The Silent Art – “My art waits while I learn the skills”
(31:08 ) - 🥊 Brutal Feedback – How it shaped my growth
(36:29 ) - ✅ The Right Way – Creating content that actually works
(39:14 ) - 🔥 Viral Breakdown – Why this video got 8M+ views
(41:12 ) - 📈 Success Then vs. Now – What really matters?
(44:13 ) - 💖 Love & Sacrifice – Passion measured by what you give
(47:27 ) - 🧭 Authenticity – Creating content with real purpose
(51:38 ) - 🎭 Wearing a Mask – Self-awareness, mental health & healing
(54:50 ) - 📷 Tools of the Trade – Cameras, software & gear talk
(56:37 ) - 💃 Creative Flow – Letting music guide the process
(1:03:54 ) - ⚙️ Staying Motivated – The input-to-output ratio
(1:10:38 ) - 🌟 Untapped Potential – “You have no idea how much I have”
(1:13:38 ) - 🎯 100K Followers – Setting & smashing big goals
(1:17:23 ) - 🗽 New York Moment – The happiest time of my life
(1:23:17 ) - 🤖 AI in Filmmaking – Are “AI artists” the future?
(1:28:36 ) - 🎛️ The Soundboard – The power of audio in storytelling
(1:35:24 ) - 🚀 Upcoming Projects – What’s next on the creative journey?
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We exist to showcase extraordinary people to inspire the next generation of creatives & leaders. These are stories that motivate us to continually challenge ourselves, push boundaries and ultimately reinvent ourselves time and time again.
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🎵 Music: Intro [High Ball from Pterror Dak Trill by Nick Maclaren] | Outro [Trippin' feat. Leroy by Unda]
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