I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson (co‑founder of Tiny)

In this episode of Lenny's Podcast, host Lenny Rachitsky interviews Andrew Wilkinson, co-founder and CEO of Tiny, about strategies for startup ideas, mistakes to avoid, and AI's impact on employment. Wilkinson shares his experiences starting and acquiring businesses, emphasizing the importance of finding niche markets, leveraging personal advantages, and focusing on boring but profitable ventures. The conversation explores the lifestyle versus venture-backed business models, keys to successful business models like moats and network effects, and the challenges of hiring and management. Wilkinson also discusses his AI stack, including Lindy.ai and Repl.it, and how AI is automating tasks and potentially displacing jobs. The episode concludes with a discussion on happiness, money, and the impact of ADHD and medication on mental health.