TIP623: The Art Of Decision Making w/ Annie Duke

TIP623: The Art Of Decision Making w/ Annie Duke

Kyle Grieve chats with Annie Duke about her own story of quitting and how it helped sparked the idea for one of her books, the importance of base rates in helping us make better decisions, how to improve our investing processes when we have long feedback loops, the importance of using kill criteria to quit an investment or hypothesis, how to use a quitting coach to help you quit things we hold onto for too long, the importance of dissociating ourselves from our most cherished ideas, and a whole lot more! IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 02:28 - Annie's own story of quitting and how it got here to where she is today. 15:50 - Why expected value is so crucial for investors to manage risk best. 20:15 - The importance of understanding base rates. 20:15 - How we can use base rates to help us best understand expected values of our investments. 24:55 - How we can reframe our analysis of a business to close feedback loops on long-term investments. 32:40 - How we can get transfer from one skill to another far away skill (e.g. chess to investing). 45:28 - How we can use kill criteria in our investing decision-making to improve our abilities to quit a losing investment. 45:28 - How to engineer your decision-making to give yourself an outside view. 51:11 - How we can disassociate ourselves from our investments to reduce the impacts of the endowment effects. 51:32 - How to set up a quitting coach by permitting them to disagree with you. And so much more! Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences. BOOKS AND RESOURCES Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Stig, Clay, Kyle, and the other community members. Buy Quit: The Power of Knowing When to Walk Away here. Buy Thinking in Bets: Making Smarter Decisions When You Don't Have All the Facts here. Check out Annie’s substack here. Learn more about Annie Duke here. Related Episode: RWH015: Betting Better In Markets & Life w/ Annie Duke | YouTube video. Related Episode: TIP231: The Mind Of A World Poker Champion w/ Annie Duke | YouTube video. Learn more about the Berkshire Summit by clicking here or emailing Clay at clay@theinvestorspodcast.com. Follow Kyle on Twitter and LinkedIn. Check out all the books mentioned and discussed in our podcast episodes here. Enjoy ad-free episodes when you subscribe to our Premium Feed. NEW TO THE SHOW? Follow our official social media accounts: X (Twitter) | LinkedIn | Instagram | Facebook | TikTok. Check out our We Study Billionaires Starter Packs. Browse through all our episodes (complete with transcripts) here. Try our tool for picking stock winners and managing our portfolios: TIP Finance Tool. Enjoy exclusive perks from our favorite Apps and Services. Stay up-to-date on financial markets and investing strategies through our daily newsletter, We Study Markets. Learn how to better start, manage, and grow your business with the best business podcasts. SPONSORS Support our free podcast by supporting our sponsors: HardBlock Human Rights Foundation Plus500 Shopify Netsuite Vanta HELP US OUT! Help us reach new listeners by leaving us a rating and review on Apple Podcasts! It takes less than 30 seconds, and really helps our show grow, which allows us to bring on even better guests for you all! Thank you – we really appreciate it! Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Learn more about your ad choices. Visit megaphone.fm/adchoices Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm

Episoder(1175)

Programming Update Regarding Bitcoin Fundamentals and Infinite Tech

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William Green highlights essential truths about investing, business & life that emerged from two of his favorite interviews with Howard Marks and Nima Shayegh. This episode also explores powerful less...

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Alex Gladstein and Justin Moon break down the fundamentals of large language models and explore the rise of OpenClaw as a self-sovereign AI assistant. Justin explains context engineering, local infe...

18 Feb 1h 4min

TIP792: Vital Lessons From History’s Strangest Financial Stories w/ Kyle Grieve

TIP792: Vital Lessons From History’s Strangest Financial Stories w/ Kyle Grieve

Kyle Grieve discusses how a series of unforgettable real-world stories reveal the hidden psychological traps that derail investors. IN THIS EPISODE YOU’LL LEARN: 00:00:00 - Intro 00:03:07 - How Ro...

15 Feb 1h 8min

TIP791: Best Quality Stock Idea Q1 2026 w/ Clay Finck

TIP791: Best Quality Stock Idea Q1 2026 w/ Clay Finck

Clay breaks down his best quality stock idea for Q1 2026: Visa. Visa is a global payments network that operates as a toll booth on commerce. Visa is one of the most durable and capital-light business...

13 Feb 1h

BTC259: Bitcoin & Theoretical Physics w/ Jeff Booth, Jack & Nick (Bitcoin Podcast)

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Jeff Booth, Jack, and Nick explore a year-long paper linking Bitcoin to fundamental physics, framing Bitcoin blocks as discrete, quantized units of time. They connect concepts from quantum mechanics a...

11 Feb 1h 16min

TIP790: Wealth Beyond Money w/ Thomas Mueller-Borja

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In this episode, Stig Brodersen speaks with Thomas Mueller-Borja, the Global Co-Head of Real Estate and Global CIO for Value-Add Real Estate at BlackRock. They explore how great investors define games...

8 Feb 1h 19min

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