#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).

Please enjoy!

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This episode is also brought to you by ExpressVPN. I’ve been using ExpressVPN to make sure that my data is secure and encrypted, without slowing my Internet speed. If you ever use public Wi-Fi at, say, a hotel or a coffee shop, where I often work and as many of my listeners do, you’re often sending data over an open network, meaning no encryption at all.

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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.

Past guests on The Tim Ferriss Show include Jerry Seinfeld, Hugh Jackman, Dr. Jane Goodall, LeBron James, Kevin Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew McConaughey, Esther Perel, Elizabeth Gilbert, Terry Crews, Sia, Yuval Noah Harari, Malcolm Gladwell, Madeleine Albright, Cheryl Strayed, Jim Collins, Mary Karr, Maria Popova, Sam Harris, Michael Phelps, Bob Iger, Edward Norton, Arnold Schwarzenegger, Neil Strauss, Ken Burns, Maria Sharapova, Marc Andreessen, Neil Gaiman, Neil de Grasse Tyson, Jocko Willink, Daniel Ek, Kelly Slater, Dr. Peter Attia, Seth Godin, Howard Marks, Dr. Brené Brown, Eric Schmidt, Michael Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan Peterson, Vince Vaughn, Brian Koppelman, Ramit Sethi, Dax Shepard, Tony Robbins, Jim Dethmer, Dan Harris, Ray Dalio, Naval Ravikant, Vitalik Buterin, Elizabeth Lesser, Amanda Palmer, Katie Haun, Sir Richard Branson, Chuck Palahniuk, Arianna Huffington, Reid Hoffman, Bill Burr, Whitney Cummings, Rick Rubin, Dr. Vivek Murthy, Darren Aronofsky, and many more.

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#808: Stephen West — From High School Dropout to Hit Podcast, and from Stocking Groceries to Reading Philosophy for a Living

#808: Stephen West — From High School Dropout to Hit Podcast, and from Stocking Groceries to Reading Philosophy for a Living

Stephen West is a father, husband, and host of the Philosophize This! podcast.Sponsors:Gusto simple and easy payroll, HR, and benefits platform used by 400,000+ businesses: https://gusto.com/tim (thre...

23 Apr 20251h 44min

#807: In Case You Missed It: March 2025 Recap of "The Tim Ferriss Show"

#807: In Case You Missed It: March 2025 Recap of "The Tim Ferriss Show"

This is a special inbetweenisode, which serves as a recap of the episodes from last month. It features a short clip from each conversation in one place so you can easily jump around to get a feel for ...

22 Apr 202545min

#806: How Rich Barton Built Expedia and Zillow from $0 to $35B — Audacious Goals, Provocation Marketing, Scrabble for Naming, and Powerful Daily Rituals

#806: How Rich Barton Built Expedia and Zillow from $0 to $35B — Audacious Goals, Provocation Marketing, Scrabble for Naming, and Powerful Daily Rituals

Rich Barton is the co-founder and co-executive chairman of Zillow, a company transforming how people buy, sell, rent, and finance homes. Before Zillow, Rich founded Expedia within Microsoft in 1994 an...

16 Apr 20252h 25min

#805: Philip Goff — Exploring Consciousness and Non-Ordinary Religion, Galileo's Error, Panpsychism, Heretical Ideas, and Therapeutic Belief

#805: Philip Goff — Exploring Consciousness and Non-Ordinary Religion, Galileo's Error, Panpsychism, Heretical Ideas, and Therapeutic Belief

Philip Goff is a professor of philosophy at Durham University. His main research focus is consciousness, but he is interested in many questions about the nature of reality. He is most known for defend...

9 Apr 20252h 16min

#804: Robert Rodriguez, The Wizard of Cinema Returns — The "Fear-Forward" Way of Life, How to Overcome Self-Doubt, Learning to Love Limitations, and Counter-Intuitive Parenting That Works

#804: Robert Rodriguez, The Wizard of Cinema Returns — The "Fear-Forward" Way of Life, How to Overcome Self-Doubt, Learning to Love Limitations, and Counter-Intuitive Parenting That Works

Robert Rodriguez is a film director, screenwriter, producer, cinematographer, editor, and composer. Rodriguez has written, produced, directed, and edited a series of successful films including El Mari...

2 Apr 20251h 44min

#803: Craig Mod Returns — Epic Walks in Japan, The Art of Slowness, Digital Detox, Publishing “Impossible” Books, and Choosing Beauty Over Scale

#803: Craig Mod Returns — Epic Walks in Japan, The Art of Slowness, Digital Detox, Publishing “Impossible” Books, and Choosing Beauty Over Scale

Craig Mod Returns! Craig is a writer, photographer, and walker living in Tokyo and Kamakura, Japan. He is the author of Things Become Other Things and Kissa by Kissa. He also writes the newsletters Ro...

27 Mars 20252h 28min

#802: Craig Mod — The Real Japan, Cheap Apartments in Tokyo, Productive Side Quests, Creative Retreats, Buying Future Freedom, and Being Possessed by Spirits

#802: Craig Mod — The Real Japan, Cheap Apartments in Tokyo, Productive Side Quests, Creative Retreats, Buying Future Freedom, and Being Possessed by Spirits

Craig Mod is a writer, photographer, and walker living in Tokyo and Kamakura, Japan. He is the author of Things Become Other Things and Kissa by Kissa. He also writes the newsletters Roden and Ridgeli...

25 Mars 20252h 15min

#801: In Case You Missed It: February 2025 Recap of "The Tim Ferriss Show"

#801: In Case You Missed It: February 2025 Recap of "The Tim Ferriss Show"

This is a special inbetweenisode, which serves as a recap of the episodes from last month. It features a short clip from each conversation in one place so you can easily jump around to get a feel for ...

21 Mars 202544min

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