My Worst Investment Ever Podcast

My Worst Investment Ever Podcast

Welcome to My Worst Investment Ever podcast hosted by Your Worst Podcast Host, Andrew Stotz, where you will hear stories of loss to keep you winning. In our community, we know that to win in investing you must take the risk, but to win big, you’ve got to reduce it. Your Worst Podcast Host, Andrew Stotz, Ph.D., CFA, is also the CEO of A. Stotz Investment Research and A. Stotz Academy, which helps people create, grow, measure, and protect their wealth. To find more stories like this, previous episodes, and resources to help you reduce your risk, visit https://myworstinvestmentever.com/

Episodes

July 14, 2025 39 mins

BIO: Blair LaCorte is a dynamic executive with experience across entertainment, aviation, AI, aerospace, consulting, and more.

STORY: Blair shares three catastrophic investment failures and the life-altering lessons that rewired his approach to wealth.

LEARNING: Chase knowledge, not hype, and don’t let greed hijack logic. Invest with friends only if you’re willing to lose both.

 

“The worst inve...
  • Mark as Played

    In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 37: Sell in May and Go Away: Financial Astrology and Chapter 38: Chasing Spectacular Fund Performance.

    LEARNING: Calendars don’t drive returns. Winners ignore hot funds.

     

    “For you to believe in a strategy, there sho...
  • Mark as Played

    In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 36: Fashions and Investment Folly.

    LEARNING: Do not be swayed by herd mentality.

     

    “Markets can remain irrational longer than you can remain solvent. So do not bet against bubbles, because they can get bigger and big...

    Mark as Played

    In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 35: Mad Money.

    LEARNING: Investors are naive, and Cramer is an entertainer, not a financial advisor who adds value.

     

    “Do not confuse information with value-added information. If you know something because it wa...
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    BIO: Mike Koenigs is a serial entrepreneur with five successful exits, a 19-time bestselling author, and a top strategist for founders post-exit.

    STORY: Mike invested big in a SaaS startup set up for success, but infighting brought it to its knees.

    LEARNING: Character is bigger than charisma.

     

    “If you’re a shareholder, your best exit is for a big company to come and buy what they believe is mon...
    Mark as Played

    In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 34: Bear Markets: A Necessary Evil.

    LEARNING: Investors must view bear markets as necessary evils.

     

    “If stocks didn’t experience the kind of bear markets that we have, investors would be very unhappy.”

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    BIO: Jeff Sarti, CEO of Morton Wealth, leads a firm managing over $3 billion in assets. With a mission to empower better investors, Jeff helps clients achieve their financial goals while supporting employees in their career growth.

    STORY: Jeff bought a few dot-com companies, thinking it was smart and safe because he bought the big brands. All of the companies dropped 90%+.

    LEARNING: Don’t let greed, FOMO, and a lack of imagination dr...

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    In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 33: An Investor’s Worst Enemy.

    LEARNING: You are your own worst enemy when it comes to investing.

     

    “The right strategy is to avoid the loser’s game. Don’t try to pick individual stocks or time the market, just inves...

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    A retailer in Bangkok was staring down a cash crunch after COVID. He was ready to sign for a loan, convinced it was his only option.

    Instead, we dug into his numbers and found $30,000 in unsold inventory gathering dust and $8,000 in overpayments to suppliers. That cash was enough to stabilize his business; no debt was needed. The money was there; he just couldn’t see it.

    Download The Profit Gap for free at TheProfitBootCamp.com to se...

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    BIO: Oeystein Kalleklev is the outgoing CEO of Flex LNG and Avance Gas. He has prior experience as CFO of Knutsen NYK Offshore Tankers and Umoe Group and Chairman General Partner of MLP KNOT Offshore Partners.

    STORY: Oeystein has been part of some terrible investments made by his employers. One invested $150 million to become the biggest shareholder of a mine in Guinea, which was lost due to a bad regime. During the great financial ...

    Mark as Played

    I once sat down with a furious business owner. “My team’s useless,” he said. “They never deliver.” I asked him two simple questions: “Who hired them? Who sets their goals?”

    He went quiet. He admitted he hadn’t run a proper meeting in months, and his priorities changed weekly. His team wasn’t failing; they were confused.

    Once he got clear and consistent, everything shifted. Execution improved, morale spiked, and profit followed. The p...

  • Mark as Played

    In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 32: The Twenty-Dollar Bill.

    LEARNING: Trade as if the markets are efficient, even though they are not.

     

    “If the markets were perfectly efficient, then no one would discover anything about a mispriced stock. There wo...
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    I once worked with a family business run by two brothers and a sister. The sister was a dreamer, pushing niche markets and creative ideas. Her CEO brother was all about landing big accounts to keep cash flowing. Every strategy meeting turned into a shouting match. Nothing got decided, and the business was stuck.

    I pulled the creative sister aside and asked, “Do you want to be CEO?” She laughed, “No way.” That honesty was a game-chan...

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    BIO: Jeff Holman, founder of Intellectual Strategies, is revolutionizing legal support for startups and scaling businesses. His Fractional Legal Team model provides expert legal guidance without the cost of a full-time team.

    STORY: Jeff started a cold plunge and sauna business during the pandemic. The company looked great, but he had employee issues, which affected its success. Soon, tens of other studios, brands, and franchises wer...

    Mark as Played

    I met a family business owner in the Philippines who was proud of his “stable” company. Two percent net profit, year after year. Sounds okay, right? Until I showed him the math: because his margin was deeply below average, he’d missed out on $1.2 million in potential profit over three years.

    That “stability” was a slow bleed, draining his business while he didn’t even notice. Are you losing money you can’t see? That’s what this epis...

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    In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 31: The Uncertainty of Investing.

    LEARNING: Equity investing is always about uncertainty.

     

    “Most investors think of investing as much more like risk and forget there’s a lot of uncertainty. That’s a problem because ...

    Mark as Played

    I want to tell you about a midsize business owner drowning in consultants. He kept hiring them, one after another, each promising to turn things around. They’d show up, drop off a fancy report, and disappear. Meanwhile, his profit stayed flat, his team was overwhelmed, and he barely slept.

    One night, he was alone in his office, staring at a payroll he wasn’t sure he could cover. That’s when it hit him. He told me, “I realized it’s o...

    Mark as Played

    In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 30: The Economically Irrational Investor Preference for Dividend-Paying Stocks.

    LEARNING: The dividend policy is irrelevant to stock returns.

     

    “Stock prices tend to rise in the month before they pay the dividend, be...
    Mark as Played

    I, Coffee: The Capitalist Miracle Behind Your Morning Cup

    I am the cup of coffee warming your hands right now. A simple drink with a story no government could brew. My journey from a cherry on a tree to your morning ritual is a testament to freedom, ambition, and human ingenuity.

    I exist not because of a single plan by a government or business but because of countless decisions, risks, and exchanges made by individuals and c...

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    BIO: Collin Plume, a precious metals expert and serial entrepreneur, helps investors maximize returns with minimal risk.

    STORY: Collin inherited some money from his grandmother at 18. When two of his college friends came to him with the idea of creating a TV show, but on the internet, he cut them a check that was way too much than what he should have. The business didn’t work.

    LEARNING: If you’re going to make a mistake in something,...

  • Mark as Played

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