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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The Human Brain: Leading Experts On Preventing Cognitive Decline, Understanding Addiction, The Neurochemistry of Spirituality & The Mind-Body Connection

The Human Brain: Leading Experts On Preventing Cognitive Decline, Understanding Addiction, The Neurochemistry of Spirituality & The Mind-Body Connection

Dr. Andrew Huberman, Drs. Ayesha and Dean Sherzai, Dr. Anna Lembke, Dr. Lisa Miller, and Dr. David Spiegel are researchers exploring the mysteries of our most enigmatic organ. This compilation reveal...

28 Elo 20251h 16min

Me, But Better: Olga Khazan On The Science of Personality Change, Challenging Fixed Mindsets, & The Big Five Traits That Shape Your Life

Me, But Better: Olga Khazan On The Science of Personality Change, Challenging Fixed Mindsets, & The Big Five Traits That Shape Your Life

Olga Khazan is a staff writer for The Atlantic and author of "Me, But Better." This conversation explores personality mutability and Olga's experiment to transform from anxious introvert to someone f...

25 Elo 20252h 12min

Addiction, Celebrity, Public Shaming & Truth: The Performance Art of James Frey, Celebrated Writer of Ill-Repute

Addiction, Celebrity, Public Shaming & Truth: The Performance Art of James Frey, Celebrated Writer of Ill-Repute

James Frey is the author of "A Million Little Pieces," a book that spoke to the deepest, darkest parts of countless readers in early recovery. This conversation explores his journey to become literat...

18 Elo 20252h 34min

ROLL ON: The State of Podcasting In 2025

ROLL ON: The State of Podcasting In 2025

Roll On resurfaces from the chrysalis! Adam Skolnick and I unpack 90 days post-surgery, why the caterpillar needs a tortoise mind to become a butterfly, and the death of authentic podcasting. On tap...

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Inside Nutrition Misinformation: Nutrition Scientist Jessica Knurick Exposes What's Really Happening to Public Health in America

Inside Nutrition Misinformation: Nutrition Scientist Jessica Knurick Exposes What's Really Happening to Public Health in America

This conversation explores the war on science, the misdirection of the MAHA movement, and what's happening to public health while everyone argues about food dyes. We discuss how a $1.1 trillion health...

11 Elo 20252h

Inner Excellence: Jim Murphy On Overcoming Mental Blocks, Mastering The Ego, Success Through Selflessness & The Pillars of Extraordinary Performance

Inner Excellence: Jim Murphy On Overcoming Mental Blocks, Mastering The Ego, Success Through Selflessness & The Pillars of Extraordinary Performance

Jim Murphy is the author of "Inner Excellence," a book compelling enough that NFL players read it during playoff games. This conversation explores Jim's counterintuitive thesis that selflessness, not...

4 Elo 20252h 7min

Dr. Mindy Pelz On Women's Hormonal Health, Cyclical Fasting, Health As A Verb, Reclaiming Your Body's Intelligence & Transforming Menopause Into Empowerment

Dr. Mindy Pelz On Women's Hormonal Health, Cyclical Fasting, Health As A Verb, Reclaiming Your Body's Intelligence & Transforming Menopause Into Empowerment

Dr. Mindy Pelz is a functional medicine expert, bestselling author of "Fast Like a Girl," and a specialist in women's hormonal health. This conversation explores why modern life creates an evolutiona...

31 Heinä 20252h 10min

The Weight of Gold: Peter Carlisle On The Olympian Mental Health Crisis, Michael Phelps, Simone Biles & The Hidden Cost of Greatness

The Weight of Gold: Peter Carlisle On The Olympian Mental Health Crisis, Michael Phelps, Simone Biles & The Hidden Cost of Greatness

Peter Carlisle is a veteran sports agent who has guided Olympic champions like Michael Phelps and Simone Biles. This conversation explores the hidden mental health crisis behind Olympic gold and the ...

28 Heinä 20251h 42min

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