Andrew Stotz

My Worst Investment Ever Podcast

Business EN ↓ 902 episodes

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/

Author

Andrew Stotz

Category

Business

Podcast website

myworstinvestmentever.com

Latest episode

May 18, 2026

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Episodes

Cash Is Tight, but You Can Still Turn Things Around 21.05.2025

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 fo...

Oeystein Kalleklev – Shipping’s Brutal Truth: Adapt or Die 19.05.2025

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...

Your Profit Problems Are Leadership Problems 14.05.2025

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, mora...

Enrich Your Future 32: Trying to Beat the Market Is a Fool’s Errand 12.05.2025

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...

Why Family Businesses Stay Stuck in Survival Mode 07.05.2025

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, “N...

Jeff Holman - The Franchise Bubble That Burst Too Soon 05.05.2025

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...

Delay Fixing Profit and the Hole Gets Deeper 30.04.2025

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...

Enrich Your Future 31: Risk vs. Uncertainty: The Investor’s Blind Spot 28.04.2025

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 becau...

No One Is Coming to Save Your Business, Do It Yourself 23.04.2025

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...

Enrich Your Future 30: The Hidden Cost of Chasing Dividend Stocks 21.04.2025

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,...

Andrew Stotz - I, Coffee: The Capitalist Miracle Behind Your Morning Cup 15.04.2025

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 exchang...

Collin Plume – Why You Should Make Your Own Mistakes 14.04.2025

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...

Enrich Your Future 28 & 29: How to Outsmart Your Investing Biases 07.04.2025

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 28: Buy, Hold, or Sell and the Endowment Effect and Chapter 29: The Drivers of Investor Behavior. LEARNING: Smart people are humble and able to admit when they have made a mistake.   “As humans, we make all kinds...

Stu Heinecke - How to Get a Meeting with Anyone 31.03.2025

BIO: Stu Heinecke is the author of How to Get a Meeting with Anyone, named one of the top 64 sales books of all time and the #1 sales book ever written on prospecting. STORY: Stu discusses his updated book edition, which caused a worldwide stir when the first edition was released in 2016. He talks about how to get a meeting with anyone. LEARNING:  Be audacious and try to get that meeting that...

Enrich Your Future 27: Pascal’s Wager: Betting on Consequences Over Probabilities 24.03.2025

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 27: Pascal’s Wager and the Making of Prudent Decisions. LEARNING: Use Pascal’s wager to avoid making devastating mistakes.   “You have to think about the cost of being wrong versus giving up on that hope or the ab...

Wes Schaeffer – Future-Proofing Your Business: Trust, Strategy, and Agility 17.03.2025

BIO: Wes Schaeffer is The Business Fixer®. He sees the message you want to convey but can’t find the words and gives them to you because if you don’t toot your own horn, there is no music. STORY: Wes discusses the evolving landscape of business and marketing, emphasizing the importance of human connection, trust, and information. LEARNING: Future-proof your business with trust, strategy, and agili...

Enrich Your Future 26: Should You Invest Now or Spread It Out? 10.03.2025

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 26: Dollar Cost Averaging. LEARNING: Invest all your money whenever you have it.   “If you want to put the odds in your favor, which is the best we can do because we don’t have clear crystal balls, you should put...

Elvi Caperonis - Why Passion Matters in Business 03.03.2025

BIO: Elvi Caperonis is a former Harvard University Analyst and Technical Program Manager at Amazon and LinkedIn’s top Voice and a career strategist who has mastered the art of storytelling to create a six-figure personal brand on LinkedIn. STORY: Elvi decided to be her own boss and started an e-commerce business for which she had no knowledge or passion. It turned out to be a nightmare that cost h...

Enrich Your Future 25: Stock Crashes Happen—Be Prepared 24.02.2025

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 25: Battles are Won Before They Are Fought. LEARNING:  Be well-prepared for potential disruptions in the market.   “Many investors let emotions drive their decisions, and they end up buying high and selling l...

Fabrizio Poli – When Passion Meets Poor Partnership 17.02.2025

BIO: Fabrizio has always wanted to fly jets and has had a career flying both private jets and for various airlines worldwide. He has shared the cockpit with pilots from over 65 nationalities, giving him a broader perspective on people and life. STORY: Fabrizio invested in a luxury car business in Italy but chose the wrong person to run the show, and because of this, he lost all his money and a ver...

Enrich Your Future 24: Why Smart People Do Dumb Things 10.02.2025

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 24: Why Do Smart People Do Dumb Things? LEARNING:  Past performance does not guarantee future results. Change the criteria you use to select managers.   “There are only two things that are infinite, the unive...

Jimmy Milliron - Lessons From Love, Money, and Missed Opportunities 03.02.2025

BIO: James “Jimmy” Milliron is Co-Founder & President of National Brokerage Atlantic, specializing in Wealth Enhancement, Estate Planning, and Asset Protection. STORY: Jimmy wanted to invest $100,000 in Bitcoin, but when he couldn’t find an easy way to do it, he bought a car instead. LEARNING: Research and learn all you can about investment opportunities before investing.   “Don’t be afra...

Enrich Your Future 23: Seeing Through the Frame: Making Better Investment Decisions 27.01.2025

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 23: Framing the Problem. LEARNING:  Understand how each indexed annuity feature works before buying one.   “I would never buy an annuity that didn’t give me full inflation protection.” Larry Swedroe   In...

Mitch Russo - Sell It First Before You Build It 20.01.2025

BIO: Mitch Russo is a serial entrepreneur who built and sold his first software company for eight figures, scaled a $25M business with Tony Robbins and Chet Holmes, and was twice nominated for Inc. Entrepreneur of the Year. STORY: Mitch bought several Amazon stores to make passive income, which he did for a while. Unfortunately, the lucky streak ended after Amazon significantly reduced the commiss...

Enrich Your Future 22: Some Risks Are Not Worth Taking 13.01.2025

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 22: Some Risks are Not Worth Taking. LEARNING:  Don’t put all your eggs in one basket; diversify your portfolio.   “Once you have enough to live a high-quality life and enjoy things, taking unwarranted risks...

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