TIP773: How Systems and Simple Math Shape Better Investing w/ Kyle Grieve
Host Kyle shares mental models from systems thinking and mathematics that shape his personal investing approach. He explains concepts like feedback loops, kill criteria, cone of uncertainty, scale, algorithms, critical mass, compounding, power laws, randomness, and regression to the mean, grounding each in concrete investing examples. Throughout, he emphasizes structuring decisions to favor long-term cash flow compounding while surviving volatility and avoiding portfolio blowups.
The Consumer Sentiment vs. Consumer Spending Puzzle
The episode explores why U.S. consumer spending remains strong despite very low consumer sentiment and several economic headwinds like high interest rates, inflation, and tariffs. Using detailed credit card data, economist Dieran Patkey shows that high-income households are driving much of the growth in spending, effectively propping up the economy. Economist Peter Atwater argues that this creates a top-heavy, "K-shaped" economy and a fragile, illusionary sense of broad prosperity that is vulnerable to shocks in financial markets.
TIP770: Mastering the Markets w/ Andrew Brenton
Host Clay Fink interviews Andrew Brenton of Turtle Creek Asset Management about why he believes public markets have become less efficient and how that shapes his value-oriented investing approach. They discuss Cliff Asness's "The Less Efficient Market Hypothesis," behavioral biases, bubbles, and the impact of passive flows and short-termism. Brenton then walks through Turtle Creek's investment theses and valuation approach for Floor & Decor and Kinsale Capital, and explains how he thinks about cyclicality, intrinsic value, portfolio optimization, and sticking with a high-active-share strategy through periods of underperformance.
Every Business I Tried Before Making My First Million
Sam walks through roughly ten different companies and side projects he tried before making his first million at around age 31, sharing how much money each made and what he learned from them. The conversation covers early hustles like flipping sports equipment, running a hot dog stand, selling white whiskey online, organizing an Anti-MBA book club, building a roommate-matching app, launching niche products like poison ivy treatment, and eventually creating The Hustle and this podcast. Along the way, Sam and Sean discuss developing money-making skills, scrappiness, project selection, risk reduction, and how entrepreneurship is largely about enduring uncertainty and fear over many years.
The obscure pool of money the US used to bail out Argentina
The episode examines the U.S. Treasury's Exchange Stabilization Fund (ESF), a relatively obscure pool of money that Treasury Secretary Scott Besant recently used to extend a $20 billion credit line to Argentina without congressional approval. Through interviews with economist Brad Setzer and former Treasury official Jeffrey Schaefer, the hosts trace the ESF's origins, its rare large-scale use in the 1995 Mexican peso crisis, and compare that episode to the current situation in Argentina. The conversation explores how lender-of-last-resort principles, political risk, and Argentina's economic policies shape the chances that the U.S. will ever be repaid.
#2412 - Adam Carolla
Joe Rogan and Adam Carolla reconnect after several years and discuss aging, time perception, and the uniquely human ability to change. They explore insecurity, the value of coaching and criticism, the importance of developing real skills, and how many people drift through life without a passion or craft. The conversation ranges through sports, construction, Malibu fires and Los Angeles regulation, climate and COVID responses, media dishonesty, over-sterilized modern life, curiosity, motivation, and advice for younger people to take risks before they are weighed down by obligations.
How climate shocks could break the economy | Edmond Rhys Jones
Host Elise Hu introduces a TED talk by climate pathfinder Edmund Rhys-Jones, who explores the economic implications of climate change. Rhys-Jones argues that while climate science is detailed and alarming, traditional economic models understate real-world disruption because they ignore how climate shocks propagate through financial infrastructure. He calls for new, complexity-based simulations and financial innovations to better manage growing climate-related turbulence and safeguard a significant share of global GDP.
BTC253: Quantum Computing and Bitcoin w/ Charles Edwards (Bitcoin Podcast)
Host Preston Pysh speaks with Charles Edwards about what quantum computing is, how it works at a high level, and why it matters for Bitcoin's security. They distinguish physical from logical qubits, review industry forecasts for when quantum computers could break current cryptography, and examine Bitcoin's specific vulnerabilities and proposed upgrades like BIP360. The conversation also covers migration logistics, governance challenges for the Bitcoin community, and how to think about investing in quantum technologies as both an opportunity and a hedge.
Backroads: Tom Hale. How a desk worker became a trailblazer in active travel
Guy Raz interviews Tom Hale, founder and CEO of Backroads, about how he turned a spontaneous idea into one of the largest active travel companies in the world. Hale describes leaving an unfulfilling environmental planning job, bootstrapping bike trips through U.S. national parks and later internationally, and building a logistics- and people-intensive business without outside capital. He also explains how Backroads survived major shocks like 9/11, the Great Recession, and COVID-19 while expanding beyond bike tours into hiking and multi-adventure travel.
TIP767: Mastermind Discussion Q4 2025: Sanofi, Remitly & Crocs w/ Stig Brodersen, Tobias Carlisle, and Hari Ramachandra
The episode is a quarterly mastermind discussion where Stig Brodersen, Tobias Carlisle, and Hari Ramachandra each pitch an investment idea and stress-test each other's theses. Hari presents Sanofi as a relatively cheap, dividend-paying global biopharma with durable vaccine and immunology franchises that he views as a "T-bill with growth" type holding. Stig analyzes Remitly, a fast-growing digital remittance platform, weighing its strong unit economics and underbanked niche against strategic drift, intense competition, and heavy stock-based compensation, while Toby pitches Crocs as a deeply undervalued, cash-generative footwear brand facing fashion, tariff, and acquisition risks but offering significant upside if issues are managed.
I Ranked the Best & WORST Businesses to Start Before 2026 | Andrew Wilkinson
The host and Andrew Wilkinson play a "tier list" game ranking different business models by their median successful outcome, lifestyle impact, upside, and difficulty, drawing heavily on Andrew's two decades of experience running agencies, buying companies, and managing capital. They discuss models such as MLMs, freelancing, agencies, SaaS, marketplaces, restaurants, content creation, real estate, hedge funds, angel investing, and buying local "sweaty" businesses, while also unpacking how Tiny was built and why its stock chart can be misleading. In the second half, they shift to psychological themes like the courage to be disliked, identity boxes, contrarian thinking, and designing a career around work you enjoy doing thousands of times rather than chasing labels or external approval.
The High School Dropout Who Made $2B & Bought an NBA Team
Ryan Smith describes his journey from a 1.9 GPA high school dropout to building Qualtrics from his family basement into a multi‑billion‑dollar company and later becoming an NBA team owner. He recounts being effectively forced out of school, surviving a precarious stint in Seoul as a teen English teacher, founding Qualtrics with his father during a cancer scare, and eventually turning down a $500 million acquisition offer before raising major venture capital and selling the company. He also reflects on focus, long‑term thinking, buying the Utah Jazz, and his personal frameworks for parenting and career decisions.
TIP765: What the World's Great Philosophers Can Still Teach Us About Wealth and Wisdom w/ Kyle Grieve
Host Kyle Grieve explores how ideas from major philosophers can improve investing decisions, emotional control, and definitions of success. Drawing on Ethan Everett's book 'The Investment Philosophers', he connects thinkers like Spinoza, Nietzsche, Hume, Voltaire, Pascal, William James, Baudrillard, Schopenhauer, Montaigne, Kierkegaard, Camus, Martin Buber, and Bruce Lee to practical investing mindsets and behaviors. The episode blends philosophical concepts with real investing examples from Kyle and well-known investors such as Warren Buffett, Howard Marks, George Soros, and David Einhorn.
I asked Cathie Wood the question no one else will
The host interviews investor Cathie Wood about her career trajectory from early service jobs through studying under Art Laffer and breaking into Capital Group, emphasizing how she used technology and hustle to add value. Wood explains ARK's research structure, open-research philosophy, and how her team uses volatility and rebalancing to manage high-conviction positions like Tesla. She addresses performance criticisms, lessons from the COVID boom and subsequent drawdown, discusses incentive structures in finance and venture capital, and lays out her views on AI, Tesla, robo‑taxis, humanoid robots, and the future economics of transportation.
Magnolia: Chip & Joanna Gaines. From House Flipping to Household Name
Guy Raz interviews Chip and Joanna Gaines about how they built Magnolia from a small Waco, Texas home goods shop and house-flipping operation into a large lifestyle brand. They trace their journeys from childhood and early scrappy businesses through near-bankruptcy during the housing crisis, the rise of Fixer Upper, and the creation of Magnolia Market at the Silos and their media ventures. They also describe hard decisions like closing Joanna's first shop and ending Fixer Upper, how their faith and partnership guided them, and how they're thinking about the next decade of their lives and business.
How to live an asymmetric life
The host outlines five "guaranteed" ways to live a miserable life-avoiding deep friendships, remaining indecisive, neglecting goals and tracking, constantly switching projects, and trying to beat the stock market by picking individual stocks-and then explains how doing the opposite leads to a happier, more successful life. He uses philosophical ideas, psychological experiments, personal stories, and financial data to illustrate how close relationships, decisive action, clear goals, long-term focus, and simple index-fund investing compound over time. The episode concludes with a concise recap of the five positive behaviors listeners should adopt.
TIP761: Tesla Stock Deep Dive w/ Clay Finck
Host Clay Finck delivers a solo deep dive on Tesla, examining its evolution from a misunderstood EV startup into a trillion‑dollar company and a potential AI, robotics, and energy powerhouse. He covers disruptive innovation, Elon Musk's leadership and controversial compensation plan, Tesla's automotive and energy businesses, emerging bets like Optimus and robo‑taxis, intensifying global competition (especially from BYD), and both the bullish optionality and key bear risks around execution, governance, and valuation.
#830: Nick Kokonas and Richard Thaler, Nobel Prize Laureate - Realistic Economics, Avoiding The Winner's Curse, Using Temptation Bundling, and Going Against the Establishment
Tim Ferriss, Richard H. Thaler, and Nick Kokonas discuss how traditional economics models people as perfectly rational, selfish agents and why that vision breaks down when confronted with real human behavior. Thaler traces the origins of behavioral economics through stories and experiments on loss aversion, fairness, mental accounting, and self-control, showing how these insights improve predictions and policy in areas like retirement savings, pricing, and investing. They also explore the winner's curse in auctions and sports drafts, the power of nudges and temptation bundling, and Thaler's collaborations with Daniel Kahneman and Amos Tversky, including a candid conversation about Kahneman's decision to end his life through assisted dying.
TIP759: The Art of Spending Money w/ Morgan Housel
Host Clay Fink interviews author Morgan Housel about his book "The Art of Spending Money, Simple Choices for a Richer Life," focusing on how money intersects with happiness, expectations, and independence. They discuss why more money only increases happiness under certain psychological conditions, the dangers of status-driven spending and social debt, and why contentment and autonomy matter more than sheer net worth. In a closing segment, Clay shares his own biggest lessons from the book, including using savings to buy optionality, the power of contrast, and the hidden costs of tying identity to possessions.
$50M Poker Pro Shares His Best Advice For Founders
Poker pro Daniel Negreanu joins the hosts to explore the parallels between high-stakes poker and entrepreneurship, including reading people, managing risk, and handling emotional swings. He describes how he developed his observational skills, his early ups and downs in Las Vegas, and his philosophy on bankroll management and when to take big risks. The conversation broadens into emotional intelligence, personal responsibility, learning from rock bottom moments, and the importance of continually updating one's mental "software" to stay world-class in any field.
Forget the corporate ladder - winners take risks | Molly Graham (re-release)
Molly Graham challenges the traditional idea of a linear career "staircase" and argues that great careers are built by taking risks she calls "jumping off cliffs." She illustrates this with her own transition from a secure HR role at Facebook to a risky new project where she initially struggled, then grew into a far more capable version of herself. She outlines three skills needed for successful cliff jumps-learning to actually jump, surviving the emotional fall, and becoming a "professional idiot"-and urges people to question narrow definitions of success and dare to trade the known for the unknown.
TIP756: The Rise and Fall of Julian Robertson's Tiger Fund w/ Kyle Grieve
Host Kyle Grieve presents a solo deep dive into the career of hedge fund legend Julian Robertson and the rise and fall of his Tiger Fund. He covers Robertson's background, investment philosophy, famous trades such as the mid-1990s copper short, his use of networks and sentiment to find mispricings, and his seven core stock-picking themes. The episode also examines how leverage, fund size, market bubbles, and centralized decision-making contributed to Tiger's eventual closure during the dot-com era.
#828: David Senra - How Extreme Winners Think and Win: Lessons from 400+ of History's Greatest Founders and Investors (Including Buffett, Munger, Rockefeller, Jobs, Ovitz, Zell, and Names You Don't Know But Should)
Tim Ferriss interviews David Senra, host of the Founders Podcast, about how studying hundreds of biographies of entrepreneurs and investors has shaped his thinking and behavior. They explore different archetypes of "extreme winners," the fine line between productive and destructive drive, David's obsessive reading and note-taking process, and how he built Founders from a one-man, paywalled show into a widely respected business history podcast. They also discuss his new conversation-driven show, his relationships with mentors like Daniel Ek, Patrick O'Shaughnessy, Michael Dell, Sam Zell, and Michael Ovitz, and how focus, authenticity, and obsession guide his work and life design.
The Best Financial Advice You'll Ever Hear
Mel Robbins interviews financial author Morgan Housel about why financial success is primarily about behavior, expectations, and patience rather than income, education, or math. They explore how comparison, moving goalposts, and status-driven spending keep people broke, and contrast that with using money as a tool for independence and contentment. Housel lays out simple, practical habits-like checking your accounts daily, saving something every time you're paid, and investing patiently-that anyone can adopt regardless of starting point.
TIP754: Rule Breaker Investing w/ David Gardner
Host Clay interviews David Gardner, co-founder of The Motley Fool, about his new book "Rule Breaker Investing" and the distinctive growth-oriented philosophy that produced multiple 100-bagger stock picks like Amazon, Netflix, and NVIDIA. Gardner explains why he diverged from Warren Buffett-style value investing, embraces losses as part of a venture-capital-like approach, and focuses on qualitative factors such as leadership, culture, and brand that traditional valuation metrics ignore. The conversation also covers his six traits of Rule Breaker stocks, six habits of Rule Breaker investors, conscious capitalism, the importance of optimism, and several current companies he believes embody his framework.