Episode

I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson

Andrew Wilkinson, CEO of Tiny (a Berkshire Hathaway-style holding company), discusses his journey from serial entrepreneur to successful acquirer of 40+ businesses. He shares insights on finding profitable business ideas by focusing on boring, niche markets with less competition, avoiding venture-funded spaces, and building businesses with strong moats like network effects. The conversation also covers his extensive use of AI agents to automate work tasks, the future impact of AI on employment, and his personal journey with mental health including ADHD diagnosis and SSRI treatment that significantly improved his happiness despite financial success.