The Gstaad Guy Podcast

The Gstaad Guy Podcast

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
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Sažetak epizode

The Gstaad Guy sits down with Zaid Rahman, founder and CEO of Flex, who has never held a normal job, never spent a day at university, and now runs the financial platform behind some of the fastest growing companies in the world, to explore what building actually costs and why the people who look like they have already made it are so often the ones getting the least help. With a childhood spent watching his father’s construction business rise and fall in Dubai, Zaid reflects on where ambition is inherited from, why finance is the part of running a company nobody wants to touch, and what it means to hand someone the cofounder he never had. The conversation dives into what an agent actually is once you strip the terminology away, the strange economics of token maxing, and where the value in AI will settle once the noise clears. Zaid shares what it looks like inside a company where forty five engineers ship twenty four products, where an intern can spend two hundred thousand dollars over a weekend, and where the…

Epizode

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Flex Founder & CEO: Zaid Rahman – Dropping Out, Token Maxing, & the Cofounder You Never Had

The Gstaad Guy sits down with Zaid Rahman, founder and CEO of Flex, who has never held a normal job, never spent a day at university, and now runs the financial platform behind some of the fastest growing companies in the world, to explore what building actually costs and why the people who look like they have already made it are so often the ones getting the least help. With a childhood spent watching his father’s construction business rise and fall in Dubai, Zaid reflects on where ambition is inherited from, why finance is the part of running a company nobody wants to touch, and what it means to hand someone the cofounder he never had. The conversation dives into what an agent actually is once you strip the terminology away, the strange economics of token maxing, and where the value in AI will settle once the noise clears. Zaid shares what it looks like inside a company where forty five engineers ship twenty four products, where an intern can spend two hundred thousand dollars over a weekend, and where the…

28 lis 2026
87-

Expedia Group CEO: Ariane Gorin – Ambition, Manifesting, & Taking the Job Nobody Wanted

The Gstaad Guy sits down with Ariane Gorin, CEO of Expedia Group, and one of the few people running a company of that scale who was once told plainly that her ambition would make her unhireable, to explore what it takes to hold your nerve when the quality that makes you good is read as a threat. With a career built across Berkeley, Paris, London and Seattle, Ariane reflects on adapting to a culture that will not adapt to you, betting on yourself when a room has already decided what you are, and the quieter work of knowing what you want before you ever say it out loud. The conversation dives into manifesting as a practice rather than a slogan, why the roles nobody else wants are so often the ones worth taking, and how you hold a startup’s speed inside a company of fifteen thousand people. Ariane makes the case for expanding the pie rather than dividing it, for building a business that creates value on both sides of a marketplace instead of sitting in the middle of it, and for a purpose simple enough that…

25 lis 2026
86-

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…

21 lis 2026
85-

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…

18 lis 2026
84-

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…

14 lis 2026