Harley Finkelstein from Shopify

In this episode, host Evan sits down with Harley Finkelstein, President of Shopify, to discuss the unique journey of entrepreneurship in Canada. Harley shares insights on the importance of ambition, the role of storytelling in business, and the challenges and opportunities for Canadian entrepreneurs. The conversation also touches on Shopify's growth, the decision to go public, and the cultural nuances that shape Canadian business. Tune in for an inspiring discussion on innovation, ambition, and the future of commerce.

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Chapters

00:00 Introduction and Episode Background

02:06 Harley Finkelstein: The Chief Storyteller of Shopify

04:15 The Canadian Entrepreneurial Landscape

07:57 Going Public: The Shopify Journey

12:21 Long-Term Decision Making at Shopify

16:35 The Role of Founder-Led Companies

17:14 The Role of a President in a Founder-Led Company

19:19 Storytelling as a Core Responsibility

21:54 Understanding Capital Markets with Jim Cramer

24:26 Building Empathy Through Entrepreneurship

28:01 The Importance of Passion in Entrepreneurship

30:33 Championing Entrepreneurship as a Great Equalizer

32:33 The State of Entrepreneurship in Canada

33:08 Entrepreneurship in Canada: A Growing Landscape

34:37 The Role of Government in Supporting Startups

36:38 Navigating Taxation and Regulatory Challenges

38:16 The Need for Ambitious Infrastructure Projects

40:19 Building a Culture of Ambition

42:57 Energy Catalysts vs. Energy Vampires

44:56 Finding Your Life's Work

Keywords

Harley Finkelstein, Shopify, entrepreneurship, Canadian business, going public, long-term strategy, founder-led companies, e-commerce, business growth, innovation, entrepreneurship, storytelling, Shopify, Jim Cramer, capital markets, founder-led companies, empathy, passion, Canada, entrepreneurship, Canada, startups, government, taxation, infrastructure, ambition, energy, life's work