#086 Jim O’Shaughnessy: Learning to Learn, AI Disruption, and the Future of Publishing

Topics: (00:00:00) - Intro (00:03:30) - What’s the most important thing you’ve ever learned? (00:07:23) - Learning to Learn (00:11:20) - How learning changes as you age (00:18:51) - How do you think about your circle of competence? (00:22:21) - The future of book publishing and how authors adapt (00:35:29) - AI disruption in book publishing (00:47:56) - Jim’s inaugural book: Two Thoughts (00:56:46) - LLMs for authors, and UBI Links: Jim on X Infinite Loops Podcast Infinite Books O’Shaughnessy Ventures Margins: Book Tracker To support the costs of producing this podcast:  >> Buy a copy of the Navalmanack: www.navalmanack.com/  >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage  >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend >> Or at least give the podcast a positive review to help us reach new listeners! Here’s what we explored in the episode: "The most important thing I learned was how to learn and unlearn... most people are never taught it. It is something that, almost by definition, you have to do yourself." It’s important for leaders to admit when they are uncertain, and lead a culture of open-mindedness. It’s important to adapt to new environments, not cling to outdated practices. There’s an upcoming shift toward AI-driven, author-friendly publishing models that reduce inefficiencies and empower writers. Jim predicts AI will allow a “tsunami of slop” content and open huge opportunities in curation. In a world of abundant content, good taste and effective curation will be very profitable. Jim shares his evolving views on Universal Basic Income (UBI), arguing for experimentation to address societal shifts caused by technological advancements. Understanding opposing viewpoints to refine one's perspectives helps make better decisions. Jim uses AI to force him to debate and understand his own opinions better. Jim credits his success to a lifelong commitment to curiosity, whether through broad reading or questioning established norms. "Curiosity is a shit starter. It ignited my curiosity to the point where I just voraciously read everything." Important Quotes from the podcast on Business and Entrepreneurship   There is no skill called “business.” Avoid business magazines and business classes. - Naval Ravikant   You have to work up to the point where you can own equity in a business. You could own equity as a small shareholder where you bought stock. You could also own it as an owner where you started the company. Ownership is really important.     Everybody who really makes money at some point owns a piece of a product, a business, or some IP. That can be through stock options if you work at a tech company. That’s a fine way to start.

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Casual conversations with founders, technologists, investors, and artists about building a brighter future, together. Welcome to our digital living room.  With science, technology and entrepreneurship we can *continue* to create unfathomable leaps in quality of life. We show you how to find, apply, build, and invest in technologies to change your life and the world.  When we have smart friends, we do smart things. When we do smart things, we save the world.  No matter who, where, or when you are – now you have smart friends, too.  Outside this podcast, I’m the author of The Almanack of Naval Ravikant and The Anthology of Balaji. Connect at ejorgenson.com  Laugh and learn with people like Balaji Srinivasan, Naval Ravikant, Andrew Wilkinson, Austen Allred, David Senra, Josh Storrs Hall, Ashley Rindsberg, Zach Pettet, Bret Kugelmass, Omar ElNaggar, Grace Guo, Brett Kopf, Max Olson, Chris Williamson, Shane Mac, Tim Hwang, David Perell, Jason Hitchcock, Natalia Karayaneva, Sebastian Marshall, Taylor Pearson, Mitchell Baldridge and more. Join conversations with my partners in early-stage tech investing, Bo Fishback and Al Doan. Our Rolling Fun Episodes cover our investments and escapades as angel investors and startup helpers. We invest in startups creating the *next* industrial revolution. Learn more at rolling.fun “Surround yourself with people who remind you more of your future than of your past.”