Entrepreneurship Is A Mindset: Shopify President Harley Finkelstein On Why Failure Is The Path To Success

Entrepreneurship Is A Mindset: Shopify President Harley Finkelstein On Why Failure Is The Path To Success

Harley Finkelstein is Shopify’s President and an entrepreneur who started his first company at 13. This conversation explores the intersection of commerce and personal growth through Harley’s iconoclastic lens. We discuss democratizing entrepreneurship, the role of anxiety as fuel for achievement, and why this might be the most generative moment in history to start a business. Harley challenges my self-perception as an entrepreneur, forcing me to untether from limiting beliefs about what it means to build something meaningful. Sharp, vulnerable, and endlessly optimistic—this exchange offers a fresh take on modern entrepreneurship. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up Today’s Sponsors: Roka: Unlock 20% OFF your order with code RICHROLL 👉ROKA.com/RICHROLL Aura Frames: Exclusive $35-off Carver Mat 👉AuraFrames.com Use code RICHROLL at checkout to save! Eight Sleep: Use code RICHROLL to get $350 OFF your Pod 4 Ultra 👉eightsleep.com/richroll AG1: New subscribers a FREE $76 gift: Welcome Kit, a bottle of D3K2 AND 5 free travel packs 👉drinkAG1.com/richroll Airbnb: Your home might be worth more than you think. Find out how much 👉airbnb.com/host This episode is brought to you by Better Help: Listeners get 10% off their first month 👉BetterHelp.com/RICHROLL Check out all of the amazing discounts from our Sponsors 👉 richroll.com/sponsors Find out more about Voicing Change Media at voicingchange.media and follow us @voicingchange

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What We're Still Getting Wrong About Women's Health & Fitness: Dr. Stacy Sims Live

What We're Still Getting Wrong About Women's Health & Fitness: Dr. Stacy Sims Live

Dr. Stacy Sims is an exercise physiologist and nutrition scientist whose mantra – "women are not small men" – has reshaped how women approach their health. Recorded live with a studio audience, we ch...

27 Huhti 2h 9min

ROLL ON: Stop Optimizing Your Life & Start Living It, Seeking Depth Over Algorithms, The Future of Podcasting, Artemis II, Media Diet & More

ROLL ON: Stop Optimizing Your Life & Start Living It, Seeking Depth Over Algorithms, The Future of Podcasting, Artemis II, Media Diet & More

Roll On, al fresco! Adam Skolnick came over. We went outside and let the conversation breathe. No studio walls. No agenda. Just two guys, some birds, and a wide-ranging hang that covers self-obsessio...

23 Huhti 1h 17min

In Waves & War: Marcus & Amber Capone On Psychedelic Treatment For Veteran PTSD, Rebuilding Life After War & The Mission To Heal A Generation

In Waves & War: Marcus & Amber Capone On Psychedelic Treatment For Veteran PTSD, Rebuilding Life After War & The Mission To Heal A Generation

Marcus and Amber Capone are the subjects of the Netflix documentary “In Waves and War” and founders of Veterans Exploring Treatment Solutions. We discuss Marcus's 13 years in Naval Special Operations...

20 Huhti 2h 23min

Everything Is A Story: Journalist Nick Bilton Thinks AI Might End Humanity & How Stories Could Save Us

Everything Is A Story: Journalist Nick Bilton Thinks AI Might End Humanity & How Stories Could Save Us

Nick Bilton is a Special Correspondent for Vanity Fair, a New York Times bestselling author, and screenwriter. This conversation explores the power of story — how tech titans like Jobs, Dorsey, and M...

13 Huhti 1h 55min

Rebuilding My Body & Starting Over After Spinal Fusion Surgery

Rebuilding My Body & Starting Over After Spinal Fusion Surgery

This is a solo AMA focused on my diet and fitness routine in the aftermath of spinal fusion surgery. I walk through the specifics — what I ate, how I trained, how I went from 207 pounds and completel...

9 Huhti 53min

The King of Moab: Ultrarunner Max Jolliffe On Winning Moab 240, Recovery From Heroin Addiction & Why Suffering Is His Greatest Teacher

The King of Moab: Ultrarunner Max Jolliffe On Winning Moab 240, Recovery From Heroin Addiction & Why Suffering Is His Greatest Teacher

Max Jolliffe is the Moab 240 course record holder, elite ultrarunner, and one of endurance sport's more unlikely origin stories. This conversation explores Max's multi-generational family history wit...

6 Huhti 1h 40min

Rich Speaks On Tiger Woods, Addiction & The Wounds That Fame Can't Heal

Rich Speaks On Tiger Woods, Addiction & The Wounds That Fame Can't Heal

Tiger Woods' recent DUI arrest has everyone asking why. I have some thoughts on that. And some personal experience. In this solo episode, I draw on my own history with addiction to illuminate what's ...

2 Huhti 37min

Arthur Brooks On The Crisis Of Meaning & How To Actually Find It

Arthur Brooks On The Crisis Of Meaning & How To Actually Find It

Arthur Brooks is a Harvard professor, bestselling author, and one of the world's leading authorities on human happiness. This conversation explores what he calls a psychogenic epidemic — a crisis of ...

30 Maalis 2h 4min

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