Andrew Wilkinson (00:00:00): You don't want to walk into the gym on day one and try and deadlift 300 pounds. So when someone comes to me and they're a first time entrepreneur and they say, "I'm going to make the next great AI company," I think that is the equivalent. Lenny Rachitsky (00:00:12): I feel like you've actually started and run more companies than maybe anyone else in the world. What is your best advice for coming up with a great startup idea? Andrew Wilkinson (00:00:20): Charlie Munger, Warren Buffett's longtime business partner, has this amazing quote. Speaker 3 (00:00:24): Fish where the fish are. Andrew Wilkinson (00:00:26): The biggest mistakes I've made have been going into business models where other people have repeatedly failed and thinking, I can do this better. Lenny Rachitsky (00:00:34): It's so funny to watch you on Twitter. Clearly you've become AI obsessed. Andrew Wilkinson (00:00:38): It's like having the world's most reliable employee who costs $200 a month and works 24/7. So many knowledge work jobs are going to change massively. I think the fundamental question is, do all jobs just become a single prompt? Lenny Rachitsky (00:00:54): Today, my guest is Andrew Wilkinson. Andrew is the co-founder and CEO of Tiny, a holding company that's often called the Berkshire Hathaway of the internet. They own over 40 businesses ranging from Dribble to WeCommerce to the AeroPress coffee maker, and they focused on buying profitable businesses from founders and holding them for the long term. Andrew and his co-founder bootstrapped the business from zero to hundreds of millions of dollars in value, and Andrew personally was worth over $1 billion at one point. In our wide-ranging conversation, we cover a bunch of strategies for coming up with a good business idea, what common business ideas you should avoid, his experience automating much of his work and life using AI, and what that means for employment in the near future. Also, what he's learned ab...