Harley Finkelstein: I Requalify Every Year — At Work & At Home

In this interview, Harley Finkelstein discusses his high personal and professional standards, shaped by his family history and experiences. He shares his journey from a challenging youth to becoming President at Shopify, emphasizing the importance of storytelling in his role. Finkelstein reflects on his relationship with his father, the impact of early financial struggles, and the value of mentorship, particularly from Toby Lütke and Seth Godin. He also touches on his approach to parenting, instilling a strong work ethic and intentionality in his children, and his views on AI's transformative potential for entrepreneurs, advocating for a techno-optimistic mindset.