The Knowledge Project Andrew Wilkinson: Tiny Holdings
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Jul 26, 2022 
Andrew Wilkinson, co-founder of Tiny and a seasoned entrepreneur, shares his insights on building a business empire. He delves into his journey of acquiring 40 companies and the lessons learned from million-dollar mistakes. Wilkinson discusses the struggle between ambition and happiness, the importance of finding fulfillment beyond material success, and his transformative digital detox. He reflects on the nuances of leadership in a venture-driven world and emphasizes community impact over competition, offering a refreshing perspective on entrepreneurship.
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Flow vs. Asana
- Andrew lost $10 million building Flow, a project management software, due to competition with venture-backed Asana.
- He learned to focus on profitable niches where he doesn't compete directly with venture capital.
Hiring CEOs
- When hiring CEOs for established companies, look for experience in similar-sized businesses and alignment on basic improvements.
- Startup CEOs should be less risk-averse and capable of scaling an existing concept.
Choosing a CEO
- When choosing a CEO, prioritize ethics, trust, and alignment with their vision.
- Letting CEOs execute their strategy, even if it involves mistakes, is crucial for their growth.
