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In this episode, Clay tells the story of Uber. Uber started as a simple idea, and evolved into one of the most disruptive companies of the modern era. Drawing from Brad Stone’s The Upstarts, the episode explores Uber’s early days, its global expansion, and the never-ending battles with regulators, competitors, and the taxi industry.
IN THIS EPISODE YOU’LL LEARN:
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Preston, Trey, and Pablo unpack the evolution of AI from agentic capabilities and decentralized systems to practical open-source tools like Clawdbot.
They examine AI’s potential, security risks, personalized workflows, and its societal impact. With candid stories and real use cases, this episode offers a rare look into AI's current frontier and what lies ahead.
IN THIS EPISODE YOU’LL LEARN:
00:00:00 - Intro
00:06:11 - What agentic AI is and how it differs from traditional chatbots
00:07:27 - Why decentralization matters in AI development
00:10:06 - How open-source AI models like Clawdbot enable innovation
00:10:32 - How running AI locally differs from cloud-based models in security and control
00:11:19 - How persistent memory impacts AI behavior and risk
00:12:39 - Ways AI agents collaborate like teams in an organization
00:14:08 - The role of sovereignty and privacy in AI communications
00:15:42 - How Trey and Pablo initialize and manage specialized AI agents
00:17:15 - The risks of AI with access to personal data and how to mitigate them
00:23:09 - The potential of AI to innovate beyond human expectations
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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Stig Brodersen speaks with David Fagan about the case for indexing and what most investors get wrong about performance, financial advisors, and risk. They explore why missing a few percentage points can delay retirement by years, how to think about rebalancing, and what it truly means to be the overseer of your investments.
IN THIS EPISODE YOU’LL LEARN:
00:01:57 - Why indexing works for almost everyone
00:12:49 - How to properly evaluate investment performance
00:24:58 - How to think about asset allocation and rebalancing using a simple, behaviorally sound framework
00:33:42 - What it really means to be the overseer of your investments, even if you outsource management
00:36:21 - Why missing just a few percentage points in returns can cost you years of your life
00:36:42 - Why missing 3% return means having to work another 6–7 years instead of retiring
00:44:13 - How to use expectations in the best possible way
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Kyle Grieve discusses a refreshingly different take on wealth inspired by The Five Types of Wealth by Sahil Bloom. Rather than focusing solely on money, the conversation explores a more holistic framework that includes time, relationships, health, purpose, and financial independence.
IN THIS EPISODE YOU’LL LEARN:
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Seb and Preston explore the rapid evolution of AI, its role in reshaping work, communication, and biology. They discuss tools like Claude Co-Work, delve into the implications of AI relationships, blockchain integration, and breakthroughs in longevity science. With insights from personal experiments and global trends, they paint a vivid picture of the AI-powered future.
IN THIS EPISODE YOU’LL LEARN:
00:00:00 - Intro
00:01:58 - What Elon Musk and tech leaders are saying about AI and the future
00:04:33 - Why time feels like it’s accelerating in today’s tech-driven society
00:05:09 - How AI tools like CoWork outperform others in coding and organization tasks
00:16:15 - How note-taking AI is transforming productivity and book writing
00:17:36 - How AI could power one-person billion-dollar startups
00:18:19 - The significance of Claude’s ethical framework in guiding AI decisions
00:19:27 - The ethical concerns of forming relationships with AI
00:37:03 - How energy-efficient communication protocols can reshape AI infrastructure
00:45:26 - Why legal recognition is essential for real blockchain-based equities
00:54:36 - How stem cell therapies may move medicine toward curing rather than managing disease
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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William Green welcomes back bestselling author Brad Stulberg to chat about his new book, The Way of Excellence: A Guide to True Greatness & Deep Satisfaction in a Chaotic World.
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In this episode, Clay explores Zero to One by Peter Thiel, a foundational book on innovation, monopolies, and what it truly takes to build an enduring business.
IN THIS EPISODE YOU’LL LEARN:
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Parker and Preston explore the implications of the Clarity Act on Bitcoin's legal protections and public understanding. They examine how AI could both distract from and inform Bitcoin adoption, unpack the foundational economic value of Bitcoin, and delve into the "ribeye index" as a real-world inflation measure.
IN THIS EPISODE YOU’LL LEARN:
00:00:00 - Intro
00:01:19 – Why the Clarity Act may pose risks to Bitcoin developers and self-custody
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In this episode, Stig Brodersen shares personal reflections on money, life, and happiness. He explores how money magnifies who we already are, why lifestyle creep can quietly erode happiness, and how growing wealth may change relationships.
IN THIS EPISODE YOU’LL LEARN:
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In this episode, Clay reviews Devil Take the Hindmost by Edward Chancellor and explores three of the most infamous market bubbles in financial history: the South Sea Bubble of 1720, the Railway Mania of 1845, and Japan’s asset bubble of the late 1980s.
These case studies examine how greed, leverage, speculation, and misplaced faith in government or institutions repeatedly led investors to abandon fundamentals.
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