Skippy and Doogles Talk Investing

Skippy and Doogles
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For years, two of the world's greatest investing minds, Skippy and Doogles, have debated their investing philosophies. They started recording their phone calls to bring that stock market wisdom to the masses. Buckle up, because you never know where these conversations might go, and what kind of priceless investment knowledge will soon hit your mentals.

  1. HACE 5 DÍAS

    AI Hype Circle, and ETFs Are the New Casino Chips

    Doogles is sad, Skippy is confused, and together they try to untangle the absolute nonsense of modern markets. From OpenAI’s mystery valuation and AMD’s pop to the ETF industry's new wave of leveraged chaos, it’s all starting to look like a big, expensive game of Monopoly—with no banker. Join the premium Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to skippydoogles@gmail.com.

    27 min

  2. 6 OCT

    Japan, Debt, and the Downside of Free Money

    Skippy & Doogles unpack what Japan’s economy can teach us about the long-term effects of debt, demographics, and currency devaluation. It's a trip from macroeconomics to your insurance premiums — with detours through Warren Buffett shade, Elon Musk’s movie takes, and listener shoutouts from Bulgaria to Big Ten country. And for premium listeners, we break down sectors that are relatively cheap in today's market and might be worth researching for your portfolio. Join the premium Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to skippydoogles@gmail.com.

    28 min

  3. 29 SEP

    Ponzi Nation — RadioShack Scams, First Brands Shenanigans & PE’s Retirement Heist

    Skippy and Doogles wade into the deep end of financial nonsense — and it’s murkier than ever. From First Brands and their spark plug shell game to RadioShack’s straight-up Ponzi scheme, they dissect why scams are the market's current business model. Then it’s on to a comment about Oracle’s $300B AI pre-order, Jane Street’s billion-dollar options arbitrage in India, and why private equity firms are drooling over your retirement account. Join the Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to skippydoogles@gmail.com.

    36 min

  4. 22 SEP

    Robinhood’s New Private Fund Is a Terrible Idea

    Skippy & Doogles dive deep into Robinhood’s latest move: launching a private fund for retail investors. Is it financial innovation—or a terrible idea wrapped in slick UX? The guys then break down how this mirrors the dot-com era, why closed-end funds can burn you, and what happens when private markets meet public hype. Plus: a GQG report claiming we’re in 1999, not 1995—and some top-tier listener mail that’ll make you think twice about compound interest. Join the Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to skippydoogles@gmail.com.

    47 min

  5. 15 SEP

    $300 Billion of Fake AI Money and the Oracle OpenAI Bubble

    Skippy trades value stocks for $180 flannels and Burning Man invites — which can only mean one thing: we’re officially in fantasy land. The AI hype train hit a new gear as OpenAI agreed to spend $300B (of money it doesn’t have) with Oracle (for compute that doesn’t exist). Naturally, Oracle stock popped $250B in market cap. We break down why this deal is built on hope and hype, and why it might be the clearest sign yet of an AI bubble. The episode wraps with listener mail that covers whether AI productivity is real, and what tools newer investors should use. Join the Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to skippydoogles@gmail.com.

    37 min

  6. 8 SEP

    House Rich, Cash Poor: Why Americans Are Tapping Their Homes for Survival

    Skippy & Doogles dive into the uncomfortable truth behind America’s housing obsession. Why are homeowners tapping their equity at record rates — even if it means refinancing into higher interest rates? It’s House Rich, Cash Poor season, and we’re breaking down what it means for the economy and your portfolio. Plus: Is homeownership actually a path to wealth? (Spoiler: Not for most.)Howard Marks on investor psychology and overpriced marketsKawhi Leonard, carbon offsets, and a $300M NBA sponsorship scandal Join the Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to skippydoogles@gmail.com.

    40 min

  7. 1 SEP

    Deckers Outdoor: Stock Turnarounds, Sheep Lawsuits & $11B Moonshots (Part 2)

    In Part 2 of our Deckers Outdoor (NYSE: DECK) breakdown, we dive into the company’s wild transformation from 2003 to 2024—highlighting how a near-death sandal brand evolved into a $30B powerhouse behind UGG and Hoka. Inside: The 10,000% stock return from 2004 to nowThe $1.1M Hoka acquisition that became an $11B rocketUGG’s rise via Oprah, scarcity, and sheep dramaWhy Deckers always fights hardest when it's downA buyback strategy that would make Buffett proudWhat history suggests about Deckers' next big brand If you like investing case studies, turnaround stories, or shoes that feel like clouds—you’re in the right place. Join the Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to skippydoogles@gmail.com.

    1 h y 7 min

  8. 25 AGO

    Deckers Outdoor: From Surf Bums to a $30B Shoe Empire (Part 1)

    How did a couple of California surfers turn a flip-flop side hustle into one of the best-performing stocks of the past 20 years? In this two-part special, Skippy & Doogles unpack the wild origin story of Deckers Outdoor—makers of Teva, UGG, Hoka, and more. This is Part 1, covering 1973–2003: a journey of grit, sandals, lawsuits, and ugly boots that somehow took over the world. Join the Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to skippydoogles@gmail.com.

    50 min
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For years, two of the world's greatest investing minds, Skippy and Doogles, have debated their investing philosophies. They started recording their phone calls to bring that stock market wisdom to the masses. Buckle up, because you never know where these conversations might go, and what kind of priceless investment knowledge will soon hit your mentals.

Información

  • Creador
    Skippy and Doogles
  • Años de actividad
    2021 - 2025
  • Episodios
    248
  • Clasificación
    Apto
  • Copyright
    © Copyright 2025 Skippy and Doogles
  • Mostrar sitio web
    Skippy and Doogles Talk Investing

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