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. Supporters Float Bloom SR&ED VanHack 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