#486: Harley Finkelstein — Tactics and Strategies from Shopify, The Future of Retail, and More

#486: Harley Finkelstein — Tactics and Strategies from Shopify, The Future of Retail, and More

Harley Finkelstein (@harleyf) is an entrepreneur, lawyer, and the President of Shopify. He founded his first company at age 17 while a student at McGill. Harley is an advisor to Felicis Ventures, and he is one of the “dragons” on CBC’s Next Gen Den. In 2017, he received the Canadian Angel Investor of the Year award and Canada’s Top 40 Under 40 award, and in 2016 he was inducted into the Order of Ottawa. From 2014 to 2017 Harley was on the board of the C100, and from 2017 to 2020 he was on to the board of directors of the Canadian Broadcasting Corporation (CBC).

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DISCLAIMER: I own stock in Shopify. I was not compensated in any way to have Shopify represented on the program or to talk about my reasons for investing in Shopify. I may financially benefit if Shopify’s stock goes up in value. I am not an investment adviser. All opinions are mine alone. There are risks involved in placing an investment in any company. None of the information presented today is intended to form the basis for any offer or recommendation, or have any regard to the investment objectives, financial situation or needs of any specific person.

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#840: Bill Gurley — Investing in The AI Era, 10 Days in China, and Important Life Lessons from Bob Dylan, Jerry Seinfeld, MrBeast, and More

#840: Bill Gurley — Investing in The AI Era, 10 Days in China, and Important Life Lessons from Bob Dylan, Jerry Seinfeld, MrBeast, and More

Bill Gurley (@bgurley) is a general partner at Benchmark, a leading venture capital firm in Silicon Valley. His new book is Runnin’ Down a Dream: How to Thrive in a Career You Actually Love.This episo...

17 Dec 20252h 10min

#839: Dr. Fei-Fei Li, The Godmother of AI — Asking Audacious Questions, Civilizational Technology, and Finding Your North Star

#839: Dr. Fei-Fei Li, The Godmother of AI — Asking Audacious Questions, Civilizational Technology, and Finding Your North Star

Dr. Fei-Fei Li (@drfeifei) is the inaugural Sequoia Professor in the Computer Science Department at Stanford University, a founding co-director of Stanford’s Human-Centered AI Institute, and the co-fo...

9 Dec 20251h 18min

#838: The Random Show — The 2–2–2 Rule, The Future of AI, Bioelectric Medicine, Surviving Modern Dating, The Promises of DORAs for Alzheimer’s, and Wisdom from Anthony de Mello

#838: The Random Show — The 2–2–2 Rule, The Future of AI, Bioelectric Medicine, Surviving Modern Dating, The Promises of DORAs for Alzheimer’s, and Wisdom from Anthony de Mello

Welcome to another wide-ranging "Random Show" episode that I recorded with my close friend Kevin Rose (digg.com)!This episode is brought to you by:Qlosi prescription eye drop used to treat age-related...

3 Dec 20251h 51min

#837: How to Simplify Your Life in 2026 — New Tips from Derek Sivers, Seth Godin, and Martha Beck

#837: How to Simplify Your Life in 2026 — New Tips from Derek Sivers, Seth Godin, and Martha Beck

As we head into the new year, many of us feel like we’re drowning in invisible complexity. So I wanted to hit pause and ask a simple question: What are 1-3 decisions that could dramatically simplify m...

26 Nov 202532min

#836: The 4-Hour Workweek Principles — 13 Mistakes to Avoid, The Art of Mini-Retirements, and Navigating the Dizziness of Freedom

#836: The 4-Hour Workweek Principles — 13 Mistakes to Avoid, The Art of Mini-Retirements, and Navigating the Dizziness of Freedom

This time around, we have a bit of a different format, featuring the book that started it all for me, The 4-Hour Workweek. Readers and listeners often ask me what I would change or update, but an equa...

19 Nov 20251h 37min

#835: Ben Patrick (KneesOverToesGuy) — 20-Minute Workouts That Produce Wild Results, From Chronic Knee Pain to Dunking Basketballs, Lessons from Charles Poliquin, Bulletproofing the Lower Body, and More

#835: Ben Patrick (KneesOverToesGuy) — 20-Minute Workouts That Produce Wild Results, From Chronic Knee Pain to Dunking Basketballs, Lessons from Charles Poliquin, Bulletproofing the Lower Body, and More

Ben Patrick, better known as “Kneesovertoesguy” (@kneesovertoesguy), is the founder of Athletic Truth Group (ATG), an online and brick-and-mortar training system rooted in rehabilitative strength and ...

12 Nov 20251h 37min

#834: David Baszucki, Co-Founder of Roblox — The Path to 150M+ Daily Users, Critical Business Decisions, Ketogenic Therapy for Brain Health, Daily Routines, The Roblox Economy, and More

#834: David Baszucki, Co-Founder of Roblox — The Path to 150M+ Daily Users, Critical Business Decisions, Ketogenic Therapy for Brain Health, Daily Routines, The Roblox Economy, and More

David Baszucki is the founder and CEO of Roblox. TIME named Roblox one of the “100 Most Influential Companies,” and it has been recognized by Fast Company for innovation on their “Most Innovative Comp...

5 Nov 20251h 55min

#833: Jack Canfield — Selling 600+ Million Books, Success Principles, and How He Made The 4-Hour Workweek Happen

#833: Jack Canfield — Selling 600+ Million Books, Success Principles, and How He Made The 4-Hour Workweek Happen

Jack Canfield is the coauthor of more than two hundred books, including, The Success Principles™: How to Get from Where You Are to Where You Want to Be and the Chicken Soup for the Soul® series, which...

29 Okt 20251h 37min

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