Complex CEO: Aaron Levant – Street Culture, the Convergence of URL and IRL, & Why Curation Is the Highest Form of Innovation

Complex CEO: Aaron Levant – Street Culture, the Convergence of URL and IRL, & Why Curation Is the Highest Form of Innovation

The Gstaad Guy sits down with Aaron Levant, CEO of Complex and one of the most conviction-driven figures in modern media and culture, to explore what it truly means to build something at the intersection of taste, access, and community. From the early days of street culture to architecting ComplexCon into one of the most distinctive live experiences in the world, Aaron reflects on a career built not on following trends but on understanding them before anyone else does. The conversation gets into the art of thinking laterally, why being a generalist in a world of specialists is an underrated advantage, and what it really takes to democratise cultural experiences without diluting what makes them matter. Aaron speaks candidly about the stigma of trying and failing, the discipline of having strong conviction when the room disagrees, and why the future of retail belongs to those who can make people feel something. Restless, sharp, and deeply knowledgeable about how culture actually moves, it is a conversation about hustle, belonging, and what happens when good taste meets genuine dedication. Filmed at The Maybourne Beverly Hills Garden Suite. (00:00) Intro ✨🎙️ (01:06) Backstory 📖🌱 (03:28) Thinking Laterally 🧠🔀 (06:04) Wearing The Same Outfit 👔🔄 (09:14) What is Complex? 🤔💡 (11:37) ComplexCon 🎪🌍 (14:04) A Sense Of Belonging 🤝🏻❤️ (15:08) Typical Complex Consumer 👥🎯 (21:30) Taking A Bet 🎲💪🏻 (28:05) Democratising Experiences 🌍✨ (31:35) Art 🎨🖼️ (33:38) A Generalist In This Day & Age 🧠🌍 (36:16) Cultural Meshes 🌍🔀 (39:09) Street Culture 🏙️👟 (40:36) The Business Of Complex 💼📈 (45:10) Curation As A Form Of Innovation 🎯💡 (49:02) Creating Partnerships 🤝🏻🤝🌟 (51:27) Collectibles 🏆✨ (53:59) Headlines vs. Real Depth 📰🔍 (58:33) Sneaker Culture 👟🔥 (1:02:01) Design & Function 🎨⚙️ (1:06:19) The Future Of Retail 🛍️🔮 (1:10:05) Streamers & Live Shopping 📱🛍️ (1:13:10) Next Generation Of Hires 👶🏻💼 (1:17:45) Being A First Mover 🚀🌟 (1:19:01) À La Poubelle vs. Fantastique 🗑️✨ Learn more about your ad choices. Visit megaphone.fm/adchoices

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Episoder(66)

Founder & Chairman of Cookson Adventures: Henry Cookson – Polar Records, Real Wealth, & the Legacy Question

Founder & Chairman of Cookson Adventures: Henry Cookson – Polar Records, Real Wealth, & the Legacy Question

The Gstaad Guy sits down with Henry Cookson, the polar record holder turned founder of Cookson Adventures, to explore what actually constitutes a life well spent. Henry left a prime brokerage desk at ...

19 Aug 1h 17min

IM8 Co-Founder & CEO: Danny Yeung – Serial Entrepreneurship, David Beckham, & Building the World's Most Complete Daily Essential

IM8 Co-Founder & CEO: Danny Yeung – Serial Entrepreneurship, David Beckham, & Building the World's Most Complete Daily Essential

The Gstaad Guy sits down with Danny Yeung, co-founder and CEO of IM8 and one of Asia's most accomplished serial entrepreneurs, to explore what it truly means to identify a gap in human health and buil...

12 Aug 58min

Design Historians, Authors & Curators: Charlotte & Peter Fiell – Collecting, Watches, Taschen & Why Everything Is Designed

Design Historians, Authors & Curators: Charlotte & Peter Fiell – Collecting, Watches, Taschen & Why Everything Is Designed

The Gstaad Guy sits down with Charlotte and Peter Fiell, the design historians, authors and curators behind Taschen's Ultimate Collector series, to explore what separates objects that endure from obje...

5 Aug 1h 5min

Eight Sleep Co-Founder & CEO: Matteo Franceschetti – Sleep Optimisation, Billion Hours of Data, & Why Recovery Is the Last Frontier of Human Performance

Eight Sleep Co-Founder & CEO: Matteo Franceschetti – Sleep Optimisation, Billion Hours of Data, & Why Recovery Is the Last Frontier of Human Performance

The Gstaad Guy sits down with Matteo Franceschetti, co-founder and CEO of Eight Sleep, the company that has quietly become one of the most powerful sleep labs in the world, to explore what happens whe...

29 Jul 1h 17min

Jaded London Co-Founders: Jade & Grant Goulden – Disruption, the London Look, & Building a Fashion Brand Without a Business Plan

Jaded London Co-Founders: Jade & Grant Goulden – Disruption, the London Look, & Building a Fashion Brand Without a Business Plan

The Gstaad Guy sits down with Jade and Grant Goulden, the siblings behind Jaded London, the boundary-pushing fashion brand that has built a devoted global following by moving at the speed of culture a...

22 Jul 1h 13min

Il San Pietro di Positano Owner: Vito Cinque – Family, Farm to Table, & the Art of Making the Complex Look Simple

Il San Pietro di Positano Owner: Vito Cinque – Family, Farm to Table, & the Art of Making the Complex Look Simple

The Gstaad Guy sits down with Vito Cinque, owner of Il San Pietro di Positano, one of the most beloved and enduring family-run hotels on the Amalfi Coast, to explore what it truly means to build a pla...

15 Jul 1h 13min

SKIMS Co-Founder & CEO: Jens Grede – Timelessness, the American Dream, & What It Really Means to Make a Simple Product Great

SKIMS Co-Founder & CEO: Jens Grede – Timelessness, the American Dream, & What It Really Means to Make a Simple Product Great

The Gstaad Guy sits down with Jens Grede, co-founder and CEO of SKIMS and one of the most instinctive brand builders of his generation, to explore what it means to connect products with culture in a w...

1 Jul 1h 12min

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