The Knowledge Project with Shane Parrish Harley Finkelstein: You Must Requalify for Your Role, Every Year
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Jul 8, 2025 
Harley Finkelstein, President of Shopify and skilled storyteller, explores the challenge of requalifying for one's roles every year. He discusses the importance of setting high standards in all areas of life, from parenting to leadership. Finkelstein reflects on his transition from COO to a storytelling role, emphasizing the power of narrative in business. He also delves into personal growth, the influence of family relationships, and the benefits of embracing discomfort and AI in entrepreneurship, offering insights on intentional living and professional success.
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Harley's Childhood and Father's Impact
- Harley Finkelstein shares how his father's immigrant background and imprisonment forced him to grow up quickly.
- This traumatic experience deeply shaped his ambition and perspective on life and career.
Intentionality and Prioritizing Excellence
- You must prioritize what to be world-class at since you can't excel at everything.
- Intentionality in all actions shapes your life's quality and focus.
Requalify for Your Role Annually
- Requalify for your role every year by pushing beyond past success.
- Constant improvement prevents stagnation and accelerates personal and company growth.
