The Gstaad Guy Podcast

The Gstaad Guy
  • 4.8 (101)
  • Entrepreneurship
  • Updated Weekly

The Gstaad Guy Podcast is your backstage pass to the untold stories behind excellence. Hosted by The Gstaad Guy, out of character, this guest driven, unscripted series explores the real journeys, challenges and turning points that shape those who have mastered their craft. From global tastemakers and industry leaders to creative pioneers and cultural outliers, each episode reveals what it really takes to achieve excellence. Through humour and curiosity, The Gstaad Guy peels back the layers to uncover the grit behind the glamour, offering listeners a rare glimpse into the worlds usually kept behind closed doors. Instagram: https://www.instagram.com/gstaadguypodcast  TikTok: https://www.tiktok.com/@gstaadguypodcast

  1. 3d ago

    Visual Artist Working Across Painting, Drawing & Sculpture: Devon DeJardin – Guardians, Abundance, & Privacy as the Last Luxury

    The Gstaad Guy sits down with Devon DeJardin, the visual artist working across painting, drawing and sculpture, whose Guardian figures have travelled from a friend’s apartment floor in North Hollywood to private collections and the cover of a number one album. Devon had never picked up a brush. He had a world religion degree, five hundred dollars to his name, a mattress he folded into a laundry closet each morning and a stack of unsold jackets when a stranger in Indiana paid him a hundred dollars for a ten minute phone call to tell him he was meant to paint. Six months later some of the most prominent collectors in Los Angeles were emailing his studio. The conversation is about what he has built on top of that. Devon makes the case for abundance over gatekeeping, for giving without expectation, and for treating money the way you would treat a current, as something that only works while it is moving. He is sceptical of grinding and precise about why, he keeps studio hours like a day job because discipline is what leaves you ready, and he argues that in a world of total access the doors you choose to keep shut are the last real luxury. Running underneath all of it is the posture he brings to every room he is invited into, which is to assume he is the least knowledgeable person in it and to ask accordingly. Filmed at The Maybourne Beverly Hills Garden Suite. (00:00) Intro 🎙️✨ (00:48) A Brand With His Brother 👕🤝 (02:12) Painted Jackets And Bad Interviews 🧥😅 (06:18) God Told Me To Tell You To Paint 🙏🎨 (07:43) First Canvas From Michael’s 🎨✨ (09:05) The Guardian’s Face 👤🔍 (10:16) A Cheque For Sixteen Grand 💰✍️ (12:50) A Lie About Paris ✈️😏 (15:19) Don’t Wait For The Call ⭐🚀 (17:30) Inside The Art Factory 🏭🎨 (20:53) Kanye, Condo And Hypebeasts 🎧👟 (22:15) The Gunna Album Cover 💎🖼️ (23:44) Midnight Dinner In Dubai 🌙🍽️ (25:12) Calling The Hit 🔥🎵 (27:37) Gunna As His Own Guardian 🛡️✨ (29:41) The Driver Who Had No Idea 🚗😮 (32:50) Privacy Is The Last Luxury 🔒💎 (36:32) The Absurdity Of The Rooms 😂🏛️ (39:41) The Dream He Had 💭✨ (42:35) The Sound Of Grinding ⚙️🔥 (47:12) Abundance And Gatekeepers 🚪🌿 (50:08) Currency Is A Current 🌊💰 (51:46) Ten Years Of LA 🌴⏳ (54:25) Forgiveness At A Distance 🕊️❤️ (56:28) The Studio As A Day Job ⏰🎨 (58:09) Prepare For The Best ✨💡 (59:19) À La Poubelle vs. Fantastique 🗑️✨ (1:06:30) It Makes Sense Looking Back 🔭💡 Learn more about your ad choices. Visit megaphone.fm/adchoices

    Visual Artist Working Across Painting, Drawing & Sculpture: Devon DeJardin – Guardians, Abundance, & Privacy as the Last Luxury

  2. 6d ago

    Sporty & Rich Founder & CEO: Emily Oberg – Originality, Nostalgia, & the Real Dream

    The Gstaad Guy sits down with Emily Oberg, founder and CEO of Sporty & Rich, who turned a Tumblr mood board into one of the most imitated brands in fashion. Before the store on Place des Lices in Saint Tropez, before Selfridges, Lacoste, Hôtel du Cap and Le Bristol, there were twenty sweatshirts she packed and posted herself. Ten years on, she is clear that the stretch in between is the part nobody films, and that the day during lockdown when a single drop did fifteen times its usual figure only reads as a beginning because the decade in front of it is invisible. What follows is an unusually plain account of what the work asks of her. She creates selfishly, on the conviction that you have to know what people will like before they know it themselves, and she romanticises the past without apology, from the O.C. campaign to the Carolyn Bessette shoot in Tribeca four years before anyone else arrived there. She is candid about the rest, that running the company is the least glamorous job inside it, that there is no right decision and only decisions and consequences, and that ninety five percent of this is the work while the outcome lasts a day. What she keeps returning to is originality, having an opinion of your own in a culture built on copying, and protecting the reason you started. She still makes everything for her fifteen year old self, and she still believes the Ralph Lauren line that you have to accomplish your dream before you find out what the real one is. Filmed at The Maybourne Beverly Hills Garden Suite. Chapters: (00:00) Intro 🎙️✨ (01:42) The Supreme Line Videos That Started It 🧢📱 (03:05) Leaving Kith And Betting On LA 🌴🎲 (04:07) The Idea Was Just A Mood Board 📌💡 (07:04) A Boutique On Place Des Lices 🇫🇷🛍️ (07:42) Ten Years, And The Brands That Called 🤝⏳ (09:30) Why The Word Rich Makes People Flinch 💬💰 (10:28) Paris, Then Back To LA ✈️🌴 (11:42) Going Digital First, And Why She’d Say Don’t 💻⚠️ (13:14) When Discovery Became Pay To Play 📉💸 (14:33) The First Touch Of A Product 🛍️✨ (15:51) The Lockdown Day That Changed Everything 📦🔄 (17:49) Selfridges, And Why It Still Counts 🏬✨ (20:08) Who Sporty & Rich Is Actually For 👥🎯 (23:41) What Being A CEO Actually Involves 🗂️💼 (27:41) The Least Glamorous Job There Is 🧹😏 (29:33) There Is No Right Decision 🎲⚖️ (31:30) Dating When The Business Comes First 💍💼 (32:48) The King Or The Prince? 👑🤔 (35:41) Observer, Storyteller, Builder 🔭📖 (38:31) Why She Hates The Word Creative 🎬❌ (40:10) The World She Wanted To Live In 🚙🌍 (41:25) What People Are Really Chasing 💰🔍 (43:11) The Rhetoric That Follows Successful Women 🗣️⚡ (45:25) The Biological Clock And The Company ⏱️💼 (46:58) Setting Boundaries Early 🧱💪 (51:39) And Then What? 🧭💭 (54:57) Choosing To Be The Brand 📸✨ (56:34) Ralph Lauren And The Real Dream 🌅👔 (60:30) À La Poubelle vs. Fantastique 🗑️✨ Try Granola for free at: https://www.granola.ai/GSTAADGUY Learn more about your ad choices. Visit megaphone.fm/adchoices

    Sporty & Rich Founder & CEO: Emily Oberg – Originality, Nostalgia, & the Real Dream

  3. Oct 14

    Sotheby’s Chairman, Europe & Principal Auctioneer: Oliver Barker – Collecting, Taste, & the Magic of the Saleroom

    The Gstaad Guy sits down with Oliver Barker, chairman of Sotheby’s Europe and the man on the rostrum for many of the largest sales in the world, to explore what thirty two years at the same house teaches you about objects and the people who love them. Oliver joined as an unpaid intern in 1993 after Christie’s turned him down, and reflects on a career built on one unplanned afternoon, an eye trained by looking rather than reading, and the conviction that the greatest auctions are celebrations of culture rather than transactions. The conversation gets into how an expert’s eye is actually formed, what it takes to authenticate a work that appears in no book, and why he thinks the auction world has been guilty of elitism when its doors are open to anyone. Oliver is candid about collecting on a salary, and about the trust required when someone hands over a collection fifty years in the making. He explains why lockdown changed the saleroom permanently, what the next decade demands on authenticity, and why he keeps coming back to a line from Damien Hirst about pockets and shrouds. Warm, erudite, and genuinely delighted by the objects he handles, it is a conversation about expertise, taste, and the pleasure of looking properly. Filmed at AP House London. (00:00) Intro 🎙️✨ (01:36) A Golden Era For Auctions ✨🔨 (02:26) Older Than America 🏛️⏳ (05:06) The Best Free Museum In Mayfair 🖼️🇬🇧 (06:21) A Hundred Thousand People For Freddie 👑🎤 (07:36) Thirty Two Years, Starting As An Intern 🎓⏳ (08:17) The Long Corridor Problem 🚪💭 (09:14) Due Diligence Before You Bid 🔍🔨 (10:25) Authenticating What No Book Records 📜🔍 (11:43) What Makes An Expert 🧠🏆 (14:57) Sotheby’s Said No To My Dad 🎨😮 (15:22) The Picasso Sale That Hooked Him 🏺❤️ (16:54) Cézannes From Snappy Snaps 📸😏 (18:59) Knowing The Room As An Auctioneer 🔨👁️ (19:39) Collections Fifty Years In The Making 🤝⏳ (24:02) Collecting On A Salary 💷🖼️ (25:23) Lockdown And The Livestream Auction 💻🔨 (29:16) David Bowie The Collector 🎸🖼️ (31:38) Grading The Birkin 👜🔍 (33:04) Restitution And Authenticity ⚖️🏛️ (37:19) From The Medicis To The Upper East Side 🏛️🗽 (43:41) A Collector’s Year 📅🖼️ (48:05) Specialists, Generalists And Sue Tilley 🎨🔍 (52:35) À La Poubelle vs. Fantastique 🗑️✨ (54:43) Advice For The Art Curious 🧭🎨 Learn more about your ad choices. Visit megaphone.fm/adchoices

    Sotheby’s Chairman, Europe & Principal Auctioneer: Oliver Barker – Collecting, Taste, & the Magic of the Saleroom

  4. Oct 11

    VaynerX Chairman & VeeFriends Founder & CEO: Gary Vaynerchuk – Attention, Compassion, & Pointing Thumbs Instead of Fingers

    The Gstaad Guy sits down with Gary Vaynerchuk, chairman of VaynerX and founder and CEO of VeeFriends, to explore what two decades of watching attention move has taught him about people. Gary built a career on seeing platforms before anyone else took them seriously, and reflects on a trajectory defined by conviction, self awareness, and a willingness to say the thing nobody in the room wants to hear, including about himself. The conversation gets into what he actually feels in rooms full of the one percent, why the loudest critics in someone’s life rarely deserve the authority they are given, and how he tells the difference between encouraging someone and enabling them. Gary is candid about the years he spent holding his own personality back in public and about where he disagrees with almost everyone on what AI will do to work. He argues we have become brilliant at pointing fingers and atrocious at pointing thumbs, and that the only honest place to start is with yourself. Blunt, unusually generous, and completely unbothered by how any of it sounds, it is a conversation about attention, accountability, and the insecurity underneath most of what people chase. Filmed at Casa Cipriani New York's Premier River View Suite. (00:00) Intro ✨🎙️ (01:19) Seeing Things Before The Trend 👁️📈 (04:20) One Day I Won’t Be The Kid 👶⏳ (08:28) Judge The Judger 👀⚖️ (12:25) Confirmation Is Not Advice 🗣️❌ (13:18) Hoping To Say I Don’t Know 🤔💡 (15:30) Betting On People 🎲❤️ (17:32) Why He’s Not Scared Of Being Let Down 💪🛡️ (19:47) Confidence, Insecurity And The Same Pillow 😴⚖️ (23:13) Curiosity, Optimism, Delusion 🔍☀️💭 (24:27) Romanticising Yesterday 📷🌅 (27:15) Compassion For The One Percent Cool ❤️😎 (29:46) Humour As The Way In 😂🚪 (30:51) Building The Marketing Death Star 🌑📢 (34:36) Why He Never Saw Luxury On His Feed 📱💎 (39:21) The First Eighty Episodes Were Subdued 🎙️📉 (40:26) Authenticity, Kindness And The Walk Away Test 🚶❤️ (43:21) Twenty Fifty And Nineteen Fifty At Once ⏳🔄 (48:17) Have You Ever Heard Of America 🇺🇸😏 (52:00) The Temptation Problem 😈⚖️ (54:50) Be A Parent, Then 👨‍👧💡 (1:00:33) Looking For COPs 🔍🤝 (1:04:34) À La Poubelle vs. Fantastique 🗑️✨ (1:11:19) A Closing Note 💌🌟 Learn more about your ad choices. Visit megaphone.fm/adchoices

    VaynerX Chairman & VeeFriends Founder & CEO: Gary Vaynerchuk – Attention, Compassion, & Pointing Thumbs Instead of Fingers

  5. Oct 7

    20VC Founder: Harry Stebbings – Media, Venture Capital, & What It Actually Costs to Win

    The Gstaad Guy sits down with Harry Stebbings, founder of 20VC and one of the most prolific investors and podcasters in Europe, to explore what separates the people who say they want it from the people who genuinely cannot do anything else. Harry started a podcast from his bedroom at seventeen with no university and no network, built it into an audience of millions and a fund with around a billion dollars under management, and reflects on a career defined by seeing early that media would become venture capital's real differentiator. The conversation gets into the specific signals he looks for in founders and why the usual answers about resilience and discipline tell you nothing. Harry is candid about the costs that come with real commitment, from the friends and birthdays missed to the dissatisfaction he thinks founders have to make peace with, and he is clear about where he draws his own line. He makes the case for Europe over the US, explains why he would rather be relevant than rich, and lays out what he believes is coming next with AI. Fast, unguarded, and willing to be challenged on every point, it is a conversation about ambition, honesty, and what you are actually prepared to pay. Filmed at The Peninsula London. This episode is brought to you by Zapp, London's premium grocery on-demand delivery app. Zapp brings a curated range of everyday essentials and luxury brands to your door in minutes, 24/7. Visit: https://www.justzapp.com/ (00:00) Intro 🎙️✨ (01:44) Weakness Leaving Your Body 💪🔥 (03:15) If I Were You, I'd Do This 👆💡 (04:21) Insight Developments 🔍📈 (05:10) The Scene In The Social Network 🎬💻 (06:36) Three Ways We Make Money 💰🔑 (09:11) The Signals I Look For 👁️🎯 (10:44) Nobody Great Comes Out Of McKinsey 🏢😏 (12:25) Teach Your Children To Tell Stories 👶📖 (15:08) Fifty Thousand DMs At Two In The Morning 📱😮 (16:22) At Peace With Dissatisfaction 🧘⚖️ (18:33) Found On The Kitchen Floor 🍳😔 (21:20) There Is No Cheat Code 🎮💡 (23:23) The Coffee Bar In Milan ☕🇮🇹 (25:52) Betting A Career On Europe 🇪🇺🎲 (28:41) Why Founders Now Want To Build Here 🏗️🌍 (31:47) A Unicorn Isn't Enough Any More 🦄📈 (32:54) A Hundred Million Beats A Billion 💰⚖️ (35:09) Fame Is The Watch ⌚👀 (36:57) Founder Porn 💻🔥 (40:04) The Parent Problem 👨‍👩‍👧💭 (41:26) Four Hobs, Two Burners 🔥⚖️ (43:06) Where AI Actually Is 🤖🔍 (49:55) Build An AI School 🤖🏫 (51:50) Education, Romance, Housing 📚❤️ (55:32) The Friend Zone Is A Lie 💭❌ (58:50) Keep The Main Thing The Main Thing 🎯💡 (1:00:51) À La Poubelle vs. Fantastique 🗑️✨ (1:07:41) A Message For The Twenty Somethings 💌🌟 Learn more about your ad choices. Visit megaphone.fm/adchoices

    20VC Founder: Harry Stebbings – Media, Venture Capital, & What It Actually Costs to Win

  6. Oct 4

    Bombardier CEO: Éric Martel – Engineering, Craft, & Building the Fastest Aircraft Since Concorde

    The Gstaad Guy sits down with Éric Martel, CEO of Bombardier, at the company's completion centre in Montreal with the Global 8000 behind them, to explore how a snowmobile inventor from a small Quebec town became the foundation of one of the world's great aerospace companies. Éric reflects on a career that began on the factory floor and a company whose defining trait is a willingness to take on things it has never done before, from building metro cars without ever having built a train to inventing the regional jet. The conversation gets into what actually separates one aircraft from another once you are past the specification sheet, and why the company still gathers the people who built each plane to meet the family taking it home. Éric is candid about the supply constraints no amount of demand can solve, the buyers now arriving in their twenties and skipping straight to the flagship, and what he looks for in the people he hires across engineering, design and everything in between. Warm, precise, and unmistakably proud of where it is all made, it is a conversation about craftsmanship, national identity, and the pursuit of perfection at scale. Filmed at the Bombardier Completion Centre in Montreal. (00:00) Intro ✨🎙️ (03:41) It Started With A Snowmobile 🏔️🛷 (05:46) He'd Never Built A Train 🚂😮 (07:28) Canadair, Learjet And The Regional Jet ✈️🇨🇦 (12:01) A Family Business At Twenty Thousand People 👨‍👩‍👧‍👦🏭 (14:27) The Ceremony Room 🏛️✨ (16:50) Ten Days To Become An 8000 🏔️💪 (17:59) Why You Land Rested 😴✈️ (19:24) Four Countries, Four Days 🌍⚡ (20:32) The Wing Is The Secret Weapon 🛩️🔑 (22:47) Thirty Minutes Or Two Days ⏱️🗺️ (24:07) What Bombardier Means To Canada 🇨🇦🏆 (29:22) Hydropower And Perfect Stitching 💧🧵 (30:41) The Craft You Can Touch 🤲✨ (32:51) We Invented The Winglet ✈️💡 (34:15) Inside The US Market 🇺🇸📈 (36:13) They're Knocking At Twenty Seven 🚪⏳ (38:11) How To Be A Good Guest On Board 😊✈️ (40:06) The Pen That Popped 🖊️✨ (42:46) From The Factory Floor To CEO 🏭👔 (47:17) The Plane That Calls Ahead ✈️📞 (51:04) Everyone Wants Theirs First 🏆⚡ (53:10) À La Poubelle vs. Fantastique 🗑️✨ (53:52) Luxury That Actually Works 💎✅ Learn more about your ad choices. Visit megaphone.fm/adchoices

    Bombardier CEO: Éric Martel – Engineering, Craft, & Building the Fastest Aircraft Since Concorde

  7. Sep 30

    ERG Media Founder & Editor-in-Chief of Type 7: Ted Gushue – Craft, Community, & Making Things for the Obsessed

    The Gstaad Guy sits down with Ted Gushue, founder of ERG Media and Editor-in-Chief of Type 7, who publishes hand bound books in the most digital era in history. Having once declared print dead and been proved comprehensively wrong, Ted has built a career around people who care too much about one thing, on the conviction that making something for two thousand obsessives beats selling fifty thousand copies to the indifferent. The conversation gets into where taste comes from and why the objects people love say more about them than anything they say out loud. Ted is candid about the discipline of looking at your own work honestly, about why he has never taken a cut for an introduction, and about the one quality he has found impossible to teach. Warm, generous, and full of opinions he has actually earned, it is a conversation about craftsmanship, obsession, and building things designed to outlive you. Filmed at Mandarin Oriental, Milan. Intro ✨🎙️ (02:52) The Cheat Code Of Being An American In Europe 🇺🇸🇪🇺 (05:54) Books Are Dead, I Was Wrong 📚🔄 (08:09) Printing It Out In Lockdown 🖨️🏠 (11:18) Jazz Kissa And The Audience Of Two Thousand 🎷🎧 (15:04) Porsche Was The Architect's Car 🏎️📐 (19:32) Building A Community, Not An Advert 🤝📣 (25:29) Fax Machines And Flying Cars 📠🚗 (29:22) Otaku, And The Beauty Of Being Obsessed 🇯🇵🔍 (33:40) What Coolness Actually Looks Like 😎✨ (35:15) I've Never Been A Broker 🚫💼 (40:12) No Door Is Closed In America 🚪🇺🇸 (44:33) DJ, Gossip Columnist, Consultant 🎧🗞️ (48:22) Learning To Say This Ain't It ✋🎯 (49:59) Why Milan Breathes 🇮🇹🌬️ (54:58) Bite The Bullet, Open The Company 🏢🚀 (58:33) À La Poubelle vs. Fantastique 🗑️✨ (01:05:03) You Can't Teach Work Ethic 💪🏆 Learn more about your ad choices. Visit megaphone.fm/adchoices

    ERG Media Founder & Editor-in-Chief of Type 7: Ted Gushue – Craft, Community, & Making Things for the Obsessed

  8. Sep 27

    Guest-Interviews-Host (Special): Alex Ikonn & The Gstaad Guy discuss Love, Success, and What Matters

    In a reversal of the usual format, Alex Ikonn, founder of Intelligent Change, turns the microphone on The Gstaad Guy to explore what actually constitutes a life well lived. From repeating a private joke among college friends to a video that circulated by WhatsApp through Gstaad, Monaco, Aspen and New York, The Gstaad Guy traces a path he describes as entrepreneurial rather than creative: not an artist waiting to be heard, but someone watching for the one thing that worked well enough to run behind. The conversation gets into why he spent two years nurturing the character before leaving Apple, and why he rejects the rhetoric urging young people to quit and chase the dream. He is candid about what he has learned from observing people who have achieved extraordinary success, and how consistently their regrets turn out to be human rather than professional. He makes the case for dating your best friend, argues that legacy is a self-serving word, and explains why he would risk his financial success for his family's unity but never the reverse. Reflective and unusually direct about the cost of ambition, it is a conversation about balance, perspective, and voting with your screen time. Filmed at The Peninsula London. Chapters: (00:00) Intro 🎙️✨ 01:54) Before The Deals, Still At Apple 💻🍎 (02:43) The Joke That Became The Gstaad Guy 😂🏔️ (04:04) Stopped On The Street A Month Later 👀🌍 (06:03) An Entrepreneur, Not A Creative 💼🚀 (07:50) Earning The Right To Quit 💪🎯 (11:47) Advice For Anyone Sitting At A Desk With A Dream 💡🌟 (13:50) What The Most Successful People Have In Common 🏆🔍 (16:21) Living In The Grey Area ⚖️🌫️ (17:26) Filling A Void Versus Building A Tower 🏗️💡 (20:55) Date Your Best Friend ❤️🤝 (23:20) The Rich Guys Who Replace Instead Of Fix 💰🔄 (25:34) What Social Media Did To Love 📱❤️ (27:29) Guiding The Algorithm Instead Of Being Guided 🧭📱 (30:45) Building A Subculture By Choosing Friends 🤝🌍 (35:00) The Question That Made Him Define His Values 🔍🏛️ (39:39) What Money Is Actually Well Spent On 💰✨ (41:47) Where Meaning Fits In 🧭❤️ (47:26) Why Legacy Is A Lame Word 🏆💭 (49:37) The Happiest Marriages Are The Least Social 💍🌿 (53:52) Swiss Values And De-Glamorising Excess 🇨🇭⚖️ (55:41) Grateful For The Law Of Attraction 🙏✨ Learn more about your ad choices. Visit megaphone.fm/adchoices

    Guest-Interviews-Host (Special): Alex Ikonn & The Gstaad Guy discuss Love, Success, and What Matters
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4.8
out of 5
101 Ratings

About

The Gstaad Guy Podcast is your backstage pass to the untold stories behind excellence. Hosted by The Gstaad Guy, out of character, this guest driven, unscripted series explores the real journeys, challenges and turning points that shape those who have mastered their craft. From global tastemakers and industry leaders to creative pioneers and cultural outliers, each episode reveals what it really takes to achieve excellence. Through humour and curiosity, The Gstaad Guy peels back the layers to uncover the grit behind the glamour, offering listeners a rare glimpse into the worlds usually kept behind closed doors. Instagram: https://www.instagram.com/gstaadguypodcast  TikTok: https://www.tiktok.com/@gstaadguypodcast

Information

  • Creator
    The Gstaad Guy
  • Years Active
    2025 - 2026
  • Episodes
    79
  • Rating
    Explicit
  • Copyright
    © 418773

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