Intro

Tobi Lütke is the CEO and Co-Founder of Shopify, the powerhouse company allowing anyone to start and grow their e-commerce business. Over an incredible 18 years, Tobi has scaled Shopify to 10% of total US e-commerce, millions of merchants in over 170 countries, and a market cap today of over $60BN. Huge thanks to Harley Finkelstein for making this happen.

1. From a Small German Town to One of the World's Most Powerful CEOs:

• What did Tobi want to be when he was growing up?
• Who did Tobi learn most from in his younger years? How does Tobi think about the importance of mentorship in learning?
• What does Tobi know now that he wishes he had known when he started Shopify?

2. You Can Learn More from World of Warcraft Than You Can Companies:

• Why does Tobi believe you can learn more from World of Warcraft than you can from studying companies?
• Why does Tobi believe that humans are terrible at company building? What are the most obvious ways we can improve the quality of the companies we build?
• Why does Tobi believe that in-person is far superior to remote working? What are the nuances?

3. The Best Companies Operate with Many Constraints:

• Why does Tobi believe in all cases, constraints produce creativity?
• What is the difference between an enforced constraint and an artificial constraint?
• How can leaders create and enforce artificial constraints when they are not real?
• How do the best leaders use constraints to ensure their companies move faster and faster?

4. Inside the Mind of Tobi Lütke: Decision-Making & Prioritisation:

• How does Tobi reflect on his own decision-making process? How has it changed?
• Why does Tobi believe that sunk cost fallacy is BS and only leads to your outsourcing approval to someone else?
• Why does Tobi hate "black boxes"? How does he remove them from the org entirely?
• How does Tobi decide what to learn? What is his learning process once he has made this decision?
• How does Tobi decide what to prioritise in terms of strategic initiatives for Shopify?