418: Shopify President Harley Finkelstein on Building the World’s #1 Ecommerce Platform

418: Shopify President Harley Finkelstein on Building the World’s #1 Ecommerce Platform

Harley Finkelstein is an entrepreneur, lawyer, and president of Shopify. Harley was store #137 when he started on Shopify as a merchant in 2009. After law school, he joined the team at Shopify and helped build it into the world’s #1 ecommerce platform. In 2021, the Shopify ecosystem generated $440B in economic value. For Harley, the success of Shopify all comes down to a belief that entrepreneurship is the greatest equalizer on the planet. Listen to Nathan and Harley discuss: Starting his first business at 17 How he supported his family by selling t-shirts Why he went to law school to be a better entrepreneur Meeting Tobias Lütke at a coffee shop in Ottawa The early days of Shopify and the Build a Business Competition Why he started a tea business on Shopify store in 2021 Why he looks for obsessiveness when angel investing in companies The importance of self-awareness as an entrepreneur And much more ecommerce wisdom… Who do you want to see next on the podcast? Comment and let us know! And don't forget to leave us a 5-star review if you loved this episode. Wait, there's more… If you enjoy the Foundr podcast, check out our free trainings. Get exclusive, actionable advice from some of the world's best entrepreneurs. Speak with our friendly course experts to get clarity on the next steps for your idea, business or career. You will get tailored insights from results achieved by our proven practitioners as well as thousands of students. Book a call now... For more Foundr content, follow us on your favorite platform: Foundr.com Instagram YouTube Facebook Twitter LinkedIn Magazine

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619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

Adam Ewart turned a £50 excess baggage fee into a global bootstrapped logistics company operating in 145 countries and staying profitable for 15 straight years. In this interview, Adam breaks down ...

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618: (Solo) What 5 World-Class Founders Taught Me This Year

618: (Solo) What 5 World-Class Founders Taught Me This Year

Every year I sit down with some of the world’s most fascinating founders — but this year’s interviews hit me harder than most. Reinvention, resilience, copycats, failure, loneliness after exits, scrap...

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617: How A Failing Skincare Brand Became An 8-Figure Makeup Empire | Aliett Buttelman

617: How A Failing Skincare Brand Became An 8-Figure Makeup Empire | Aliett Buttelman

Aliett Buttelman spent eight years grinding in the dark before a single viral moment with Taylor Swift turned Fazit into an overnight seven-figure brand. In this interview, Aliett breaks down the ...

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616: (Solo) 5 Honest Business Lessons I’m Taking Into 2026

616: (Solo) 5 Honest Business Lessons I’m Taking Into 2026

2025 has been one of the most eye-opening years of my founder journey — personally, professionally, and strategically. Instead of sharing a highlight reel, I want to share the real lessons that moved ...

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615: Stop Chasing Sexy Businesses - This Boring One Made Me $500M+ | David Royce

615: Stop Chasing Sexy Businesses - This Boring One Made Me $500M+ | David Royce

David Royce went from a broke college kid in a door-to-door pest control job to building and selling four service businesses for nine-figure exits by applying Silicon Valley systems to an unsexy blu...

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614: (Solo) Running on Fumes? Reset Your Mindset Before The Year Ends

614: (Solo) Running on Fumes? Reset Your Mindset Before The Year Ends

If you’re dragging yourself toward the end of the year feeling exhausted, overwhelmed, and mentally drained, you’re not alone. This is one of the toughest stretches for founders — you’re still runni...

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613: Why Most Beauty Brands Fail - and How to Beat The Rest | DIBS Beauty Founder

613: Why Most Beauty Brands Fail - and How to Beat The Rest | DIBS Beauty Founder

DIBS Beauty went from zero to one of America’s fastest-growing makeup brands in just four years, with founder Jeff Lee scaling the business into the mid–8 figures and landing a top spot on the Inc. ...

11 Dec 202554min

612: (Solo) Funding vs Bootstrapping - The Real Tradeoffs EVERY Founders Needs To Know

612: (Solo) Funding vs Bootstrapping - The Real Tradeoffs EVERY Founders Needs To Know

Should you raise money or bootstrap your business? It’s one of the biggest questions every founder faces — and the wrong decision can shape the entire future of your company. In this episode, I share...

9 Dec 202512min

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