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Invest Like the Best with Patrick O'Shaughnessy

Invest Like the Best with Patrick O'Shaughnessy

By: Colossus | Investing & Business Podcasts
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Conversations with the best investors and business leaders in the world. We explore their ideas, methods, and stories to help you better invest your time and money. Hear stock market and boardroom insights you can't find anywhere else. If you're a professional investor, CEO, entrepreneur, or business strategist, this is for you. Explore all our episodes and learn more at https://www.joincolossus.com Economics Personal Finance
Episodes
  • Palmer Luckey - Inventing the Future of Defense - [Invest Like the Best, CLASSICS]

    Palmer Luckey - Inventing the Future of Defense - [Invest Like the Best, CLASSICS]
    Nov 28 2025
    Welcome to this classic episode. Classics are my favorite episodes from the past 10 years, published once a month. These are N of 1 conversations with N of 1 people. Palmer Luckey is a relentless builder and original thinker. He founded Oculus, bringing virtual reality to the mainstream, and is now reshaping the future of defense and technology with Anduril. I hope you enjoy this conversation. Palmer is the founder of Anduril, which makes next-generation military technology for the US and its allies. Since bringing the company to life in 2017, Palmer and Anduril have disrupted the established order in the Defense industry. Prior to Anduril, Palmer founded Oculus VR, a virtual reality business that he sold to Facebook for $2 billion. Palmer is only in his early 30s, but he has already experienced more than most people will in a 40-year career. We talk about innovation, invention, differentiated thinking, and so much more. Please enjoy this great discussion with Palmer Luckey. Listen to Patrick's Business Breakdowns with Anduril CEO. For the full show notes, transcript, and links to mentioned content, check out the episode page here. ----- This episode is brought to you by WorkOS. WorkOS is a developer platform that enables SaaS companies to quickly add enterprise features to their applications. With a single API, developers can implement essential enterprise capabilities that typically require months of engineering work. By handling the complex infrastructure of enterprise features, WorkOS allows developers to focus on their core product while meeting the security and compliance requirements of Fortune 500 companies. Visit WorkOS to Transform your application into an enterprise-ready solution in minutes, not months. ----- Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes. Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here. Follow us on Twitter: @patrick_oshag | @joincolossus Show Notes (00:00:00) Welcome to Invest Like the Best (00:01:15) Meet Palmer Luckey (00:02:03) The importance of synthetic long-chain hydrocarbon fuel (00:08:12) Ranking America's potential for innovation (00:11:18) Why there aren't more ⁠Thiel Fellowships⁠ (00:13:31) The principles that motivate and drive him (00:16:56) What it has been like working in the world of defense after the attack on Israel (00:19:09) Surprising lessons learned when building a large company (00:22:37) How to approach a new field initially (00:27:20) Meeting other out-of-the-box thinkers (00:31:46) Inventors working backward from existing systems versus forward from their ideals (00:33:26) The most pressing issue in national security (00:39:36) What matters most for America from a defense perspective (00:42:33) How to determine which problems to prioritize (00:48:59) Lessons learned from working with AI (00:55:56) How Apple is shaping the future of VR (01:00:11) Which videogame a prospective employee should excel at (01:02:41) Why ⁠Oculus⁠ was so successful in marketing (01:09:48) The kindest thing
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    1 hr and 15 mins
  • Martín Escobari - Inside General Atlantic - [Invest Like the Best, EP.449]

    Martín Escobari - Inside General Atlantic - [Invest Like the Best, EP.449]
    Nov 25 2025
    My guest today is Martín Escobari. Martín is Co-President and Head of Global Growth Equity at General Atlantic. We talk about General Atlantic’s unique founding story and how its long-term structure, including permanent capital, a single P&L, and partnership culture, allows it to invest differently than other growth equity firms. We discuss the firm’s global perspective and particularly why the premium on U.S. equities is creating compelling opportunities across international and emerging markets. Martín has spent his career investing through bubbles, market cycles, and technological shifts. He shares his investing framework for balancing intuition with analysis, his approach to “spearfishing” for once-in-a-decade opportunities, and why he believes this is the best window for growth equity since 2009. Martín also reflects on his incredible personal story. He talks about growing up in turbulent Bolivia, and the role of curiosity and optimism in sustaining a long investing career. Martín’s infectious energy and genuine love for investing made this conversation both insightful and a lot of fun. Please enjoy my great conversation with Martín Escobari. For the full show notes, transcript, and links to mentioned content, check out the episode page ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠.⁠⁠⁠⁠⁠⁠⁠⁠ ----- This episode is brought to you by⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Ramp⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Go to⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ramp.com/invest to sign up for free and get a $250 welcome bonus. ----- This episode is brought to you by ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠AlphaSense⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Invest Like the Best listeners can get a free trial now at⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Alpha-Sense.com/Invest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and experience firsthand how AlphaSense and Tegus help you make smarter decisions faster. ----- This episode is brought to you by⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Ridgeline⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. Head to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ridgelineapps.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ to learn more about the platform. ----- Editing and post-production work for this episode was provided by The Podcast Consultant (⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://thepodcastconsultant.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠). Show Notes: (00:00:00) Welcome to Invest Like the Best (00:05:00) The Bold Move That Landed a Job (00:07:16) The Art of Spearfishing in Business (00:11:55) Navigating the Dotcom Bubble (00:15:18) Investing Through the AI “Bubble” (00:20:06) General Atlantic Founding Story (00:23:04) General Atlantic's Unique Investing Strategy (00:28:20) Lessons on Fundraising (00:30:48) Global Diversification and Market Insights (00:33:12) Understanding Chinese Entrepreneurs (00:35:27) Personal and Generational Traumas (00:39:10) Characteristics of a GA Investment and Martín’s “Educated Intuition" (00:43:55) Proud Investment Achievements (00:44:41) Lessons from CEO Bill Ford (00:46:15) Changes in Investing with Experience (00:48:52) Current Market and Future Predictions (00:54:55) Growth Equity’s Competitive Landscape (00:56:59) How to Invest Outside the US (00:59:44) How to Develop Investing Talent (01:01:50) Inside the Investment Committee Process (01:04:56) Why Growth Equity is Attractive Today (01:05:58) Martín’s Unfinished Business and Mentoring (01:09:33) The Kindest Thing
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    1 hr and 9 mins
  • Ari Emanuel - The Anti-AI Bet - [Invest Like the Best, EP.448]

    Ari Emanuel - The Anti-AI Bet - [Invest Like the Best, EP.448]
    Nov 19 2025
    My guest today is Ari Emanuel. Ari runs one of the most influential portfolios in global sports, entertainment, and media. He oversees TKO, which includes the UFC and WWE, serves as the Executive Chairman of WME Group, and recently founded MARI, a new company focused on global events and live experiences. At the center of this conversation is Ari's anti-AI bet: as AI makes digital content cheaper and everyday work more automated, he believes the value will increasingly concentrate in live and physical experiences. He explains how he’s building his portfolio around that belief, what defines a great live experience, and how he thinks about AI’s impact on content and IP. Ari is best known as a dealmaker, and he shares the principles behind his success – relentless follow-up, over-communication, velocity, and an obsession with making things happen – and how those things become the operating system he uses today. If you’re listening to this, I recommend watching the video of this interview. Ari’s energy is constant and visceral, and gives a different dimension to this episode. Please enjoy my conversation with Ari Emanuel. For the full show notes, transcript, and links to mentioned content, check out the episode page ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠.⁠⁠⁠⁠⁠⁠⁠⁠ ----- This episode is brought to you by⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Ramp⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Go to⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ramp.com/invest to sign up for free and get a $250 welcome bonus. – This episode is brought to you by⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ AlphaSense⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Invest Like the Best listeners can get a free trial now at⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Alpha-Sense.com/Invest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and experience firsthand how AlphaSense and Tegus help you make smarter decisions faster. –- This episode is brought to you by⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Ridgeline⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. Head to⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ridgelineapps.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ to learn more about the platform. ----- Editing and post-production work for this episode was provided by The Podcast Consultant (⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://thepodcastconsultant.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠). Show Notes: (00:00:00) Welcome to Invest Like the Best (00:04:20) Meet Ari Emanuel (00:05:32) The UFC Story (00:10:03) Mindset, Relentlessness, and Emotional Endurance (00:13:52) AI’s Impact on Content and Distribution (00:18:44) Value, Taste, and the Future of Content (00:19:43) The Anti-AI Bet: Live Events and Experiences (00:22:39) Monetization, User Experience, and the Premium Economy (00:26:21) Building and Scaling Live Event Businesses (00:27:16) Boxing and the Business of Live Entertainment (00:28:45) Lessons from Dana White and Dealing with Dyslexia (00:31:32) Getting a Job at CAA and How to Be a Successful Agent (00:35:50) Ari’s Operating System (00:38:04) Lessons from Egon Durban (00:39:36) Betting on Himself and Elon (00:43:16) Who Wants to be Normal?! (00:44:23) The Art of Dealmaking (00:48:58) Money, Family, and Learning from Mistakes (00:52:45) The Future of Tech, Media and Content (00:57:32) Concerns and Excitement about the Future (01:00:16) Art (01:01:01) The Kindest Thing
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    1 hr and 1 min

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