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My Worst Investment Ever Podcast

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Rating
★★★★★
5
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61 reviews
This podcast has
915 episodes
Language
English
Publisher
Andrew Stotz
Explicit
No
Date created
2018/07/24
Latest episode
2026/10/19
Average duration
28 min.
Release period
13 days

Description

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/

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Giuseppe Grammatico - How to Choose the Right Franchise Without Buying Yourself a Job
2026/10/19
BIO: Giuseppe Grammatico is the founder of GG The Franchise Guide, where he advises corporate professionals, executives in transition, and military veterans on evaluating and entering franchise ownership as a structured path to business ownership and income diversification. STORY: Giuseppe explains how he reclaimed his marketing voice and shares a practical framework for evaluating franchises: understand the work, investigate beyond the excitement, and prepare for what can go wrong. LEARNING: A franchise is not a job, and it is not your passion project. Start with the life you want, then evaluate the business model, financial requirements, and risks. "A franchise is still a business. The system is handed to you. If you don't follow that system, you're going to struggle."Giuseppe Grammatico Giuseppe Grammatico is the founder of GG The Franchise Guide, where he advises corporate professionals, executives in transition, and military veterans on how to evaluate and enter franchise ownership as a structured path to business ownership and income diversification. Giuseppe joins the podcast for the second time. In his first appearance, episode 762, he described outsourcing his content marketing to an agency that quietly buried his own voice. This time round, he discusses what prospective franchise owners should understand before committing their savings, time, and family’s future to a business. A franchise gives you a system, not a guaranteeGiuseppe likens a franchise to a high-performance car. The engine, design, and operational systems may be in place; however, the car will not get anywhere without a driver. This analogy challenges the common perception that buying a known model means instant success. Giuseppe emphasizes that a franchise remains an operating business with systems owners must follow, performance they must manage, and meaningful attention they must give it. If they don't, then the business will struggle. When choosing a franchise, start with your ideal roleWhen advising an individual on what franchise to buy, Giuseppe starts by finding out what the buyer expects from the business. Having a favored brand might keep buyers from seeing obvious mismatches with what they need. They might end up hiring more employees than they expected, working extra days and even outside office hours, and making a bigger investment than their budget allows. All of those are deviations from the intended objectives. Giuseppe warns against treating a franchise as an occasional side project, with an hour of attention here and there, because it is not a sound ownership strategy. Understand the work before you buyGiuseppe says that loving an industry is not reason enough to buy a franchise. Loving a fitness studio's workouts, for example, tells you little about whether you want to handle recruitment, staffing, customer retention, and operating performance as a gym owner. Giuseppe notes that prior industry experience is not always required. What matters is understanding the actual ownership role and the support the franchise provides. Investigate more when you feel most excitedGiuseppe describes how buyers can gradually abandon their requirements once they become attached to a brand. A person who wanted a small team suddenly accepts a large staff. Someone who wanted predictable hours agrees to weekends. The opportunity begins to dictate the goals instead of serving them. All this comes from the excitement of becoming a franchise owner. He insists on spending enough time doing due diligence so that you can thoroughly vet the franchise before you commit. This ensures you make decisions from knowledge, not emotion. Giuseppe asks potential owners to slow down, speak with several franchisees, document special arrangements, and have a franchise attorney review the relevant documents. Passion can be the destination, not the businessFrom Giuseppe's experience, one can learn that passion does not automatically translate into a good franchise choice. Because he was passionate about soccer in his younger days, he considered investing in a soccer-related franchise. However, the franchise operated on a retail model, which was quite different from playing or watching the sport he loved. His advice is to choose the business that supports the life you want. Figure out what the ideal business looks like from the standpoint of your skill sets. What are you doing day to day?How much staff do you truly want to manage?Do you want a huge brick-and-mortar, or do you want to run your business from home or maybe a small office? In short, a business doesn't need to be your passion if it reliably funds the life you actually want. Plan for what can go wrong (something always does)A business that looks attractive under ideal conditions may become difficult to sustain when opening takes longer, costs rise, or revenue develops slowly. Giuseppe encourages buyers to examine those possibilities before committing. He adds that you have to have the end in mind. This could include setting aside three to six months of business expenses as a buffer instead of spending everything to open the business and then depending on immediate positive cash flow. The succession plan most new owners never think aboutGiuseppe talked about a risk that rarely comes up in franchise sales conversations: what happens to the business if the owner is suddenly unable to run it. According to Giuseppe, a real succession plan has two separate parts: who takes over day-to-day operations (which might be a key employee rather than a spouse, if the spouse was never involved in the business) and how ownership of the underlying assets transfers. He warns against assuming a spouse or an employee will take over. You may have gotten divorced in the process, or that key employee may have left. Update these details annually in your succession plan to make sure you don't miss major changes. Andrew's takeawaysTry the work before you buy to ensure that what you're doing fits.When you really want something, you're in danger because you've got an emotional attachment. You're excited, and you've got to dig deeper before committing.For your franchise to be truly successful, you must have acquired a solid cash flow.Plan for what can go wrong. Giuseppe's recommendationsGiuseppe recommends his resources at GG, including the Franchise Guide, his Franchise Freedom book, his podcast, and a 20-minute "right fit" call. No. 1 goal for the next 12 monthsGiuseppe's number one goal for the next 12 months is to continue helping approximately 25 families per year, giving each the time and attention needed to evaluate whether franchise ownership fits their circumstances. Parting words "You owe it to yourself to look into some type of business ownership, some type of investment, whether it's a franchise or not, but really create that additional source of income, and diversify your safety net in the event of the next job loss."Giuseppe Grammatico Connect with Giuseppe GrammaticoLinkedinXFacebookInstagramWebsiteBookPodcast Andrew’s booksHow to Start Building Your Wealth Investing in the Stock MarketMy Worst Investment Ever9 Valuation Mistakes and How to Avoid ThemTransform Your Business with Dr.Deming’s 14 Points Andrew’s online programsValuation Master Classa...
Wrap-up. Complete These Steps Before Putting Any Money on the Line
2026/10/15
Theory fades fast under pressure; if you evaluate your next deal without a physical tool in front of you, old emotional habits will instantly take over. In this lesson, twice-voted #1 financial analyst Andrew Stotz, PhD, CFA, puts you directly inside a real-world, high-stakes real estate flip gone wrong to test how the 5-step framework protects you in real time. Reducing risk isn't about finding a magic trick to be right 100% of the time—it's about bridging the gap between passive listening and active, disciplined deal execution using a permanent checklist. Why You Need to Listen to This Lesson NOW The Real Estate Flip Disaster: Walk through a true story where a lack of independent checks, hidden balloon payments, and misplaced trust turned a simple project into an 8-year financial drain.Test Your Decision-Making: Practice applying all five steps to a live deal scenario before hearing what went wrong, training your mind to spot hidden traps.From Theory to Execution: Learn why knowing the rules is useless unless you actively run them through a structured process before money moves.Arm Your Future: Complete the course by anchoring your strategy into a permanent, 1-page physical tool designed to make your next investment your smartest one yet. Key Takeaway "The process you have learned is only useful if you actually use it before the money moves." — Andrew Stotz, PhD, CFA Episode Mentioned: Ep593: John Lawson – Turn Your Pain Into Motivation to Make a Change P.S. Download Your Free 1-Page Risk Checklist Don't evaluate your next deal on memory alone. Click the link below to download the 1-Page Risk Checklist. Print it out, keep it on your desk, and run all 5 steps before putting any money on the line! [DOWNLOAD THE 1-PAGE RISK CHECKLIST HERE]
5. Recognize When You Are Vulnerable
2026/10/15
Knowing the rules doesn't stop you from breaking them when internal psychological pressures hijack your judgment. In this lesson, twice-voted #1 financial analyst Andrew Stotz, PhD, CFA, reveals how brilliant economic experts and entrepreneurs ignored glaring red flags because of friendship urgency, ego, or recent financial success. Reducing risk isn't about finding a magic trick to be right 100% of the time—it's about recognizing the psychological danger states that cause you to abandon your own standards. Why You Need to Listen to This Lesson NOW The Three Dangerous States: Uncover the exact moments smart people compromise: when a trusted friend is involved, when they are already losing and want to prove they're right, or when they've just come into sudden money.The Danger of Urgent Deadlines: Learn why artificial deadlines and tearful pleas from trusted friends make a situation more dangerous, not safer.The "Get Back to Even" Trap: Discover how chasing losses and letting your thesis migrate causes you to pour good money after bad into failing deals.The Overconfidence of Success: See how a 50% winning streak or a sudden business exit can trick you into thinking your rules no longer apply. Key Takeaway "Enjoy your success and honor your relationships, but notice when they are loosening your risk standards and pushing you to make emotional exceptions." — Andrew Stotz, PhD, CFA Episodes Mentioned: Ep618: Mike Michalowicz – Stay In Your LaneEp624: Litan Yahav – The Risk of Investing in Single-Family Rental PropertiesEp628: Shayne Heffernan – Stop Lending Your Money to FriendsEp647: Raghav Kapoor – Be on High Alert When You’re Doing WellEp674: Jesse Felder – Don’t Rationalize a Lousy TradeEp794: Michael Episcope – Investing Is About How You Behave and Not What You Know P.S. Download Your Free 1-Page Risk Checklist Don't evaluate your next deal on memory alone. Click the link below to download the 1-Page Risk Checklist. Print it out, keep it on your desk, and run all 5 steps before putting any money on the line! [DOWNLOAD THE 1-PAGE RISK CHECKLIST HERE]
4. Maintain Oversight and Control
2026/10/15
Trusting someone who handles your money is not a control mechanism; when a relationship breaks down, your protections must still hold up. In this lesson, twice-voted #1 financial analyst Andrew Stotz, PhD, CFA, reveals how a successful speaker and author trusted her accountant for years, only to discover blank signed checks led to massive forgery and a total account wipeout. Reducing risk isn't about finding a magic trick to be right 100% of the time—it's about ensuring you have independent visibility and a practical way to stop problems before your capital disappears. Why You Need to Listen to This Lesson NOW The Blank Check Disaster: Hear the shocking story of an international speaker who lost her entire liquid net worth because she trusted an accountant and signed blank checks.Beware of Fake Digital Proof: Learn why screenshots, WhatsApp updates, and dashboards sent directly by operators can be entirely fabricated.The Two Vital Control Questions: Discover how to evaluate whether you can see what is happening without asking the person managing it, and whether you can stop it if things go wrong.Guarding Against Sophisticated Fraud: See how even experienced corporate boards get fooled by fabricated numbers, and why independent external confirmation is critical. Key Takeaway "Make sure your money is in an account or structure you control, or ensure you have independent confirmation completely outside the system you are monitoring." — Andrew Stotz, PhD, CFA Episodes Mentioned: Ep257: Justin Christianson – Listen to Your Intuition and Take It Slow to Enter a PartnershipEp271: Oluwatosin Olaseinde – Africa’s Financial Literacy Queen Says Be Careful Who You TrustEp261: Tony Fish – CEOs Can Defraud a Business in Very Hard to Detect WaysEp558: Priya Kumar – Don’t Trust Somebody With Your Money Blindly P.S. Download Your Free 1-Page Risk Checklist Don't evaluate your next deal on memory alone. Click the link below to download the 1-Page Risk Checklist. Print it out, keep it on your desk, and run all 5 steps before putting any money on the line! [DOWNLOAD THE 1-PAGE RISK CHECKLIST HERE]
3. Know Who Might Buy Next
2026/10/15
You can buy an asset in ten minutes, but spend years trying to sell it—or discover there is literally no one on the other side to buy. In this lesson, twice-voted #1 financial analyst Andrew Stotz, PhD, CFA, reveals how a seasoned banker bought luxury overseas property based on hype, only to realize years later that the units were entirely vacant with zero market demand. Reducing risk isn't about finding a magic trick to be right 100% of the time—it's about verifying your liquidity and exit route before you ever hand over your cash. Why You Need to Listen to This Lesson NOW The Vacant Overseas Condo Trap: Hear the story of a banking managing director who bought large overseas properties that sat completely vacant for years with no buyers in sight.Choice vs. Trap: Learn the critical distinction between saying "I could sell, but choose not to" versus "I want to sell, but I cannot".The Danger of Multi-Year Lockups: Explore how institutional lockup periods and large ownership stakes can trap your capital when you need it most.The Three Exit Questions: Master the exact questions you must answer about your buyers, timeline, and liquidation costs before investing. Key Takeaway "Never assume that because someone made it easy for you to put your money in, they will make it easy for you to get your money back." — Andrew Stotz, PhD, CFA Episodes Mentioned: Ep16: Frank Moffatt – Stock Tips Can Work Until They Don’tEp63: Thao Quynh – Don’t Be Afraid to Take Some Gains Off the TableEp245: Mark Moss – Diversify Your Profits to Protect Your WealthEp583: Eric Sim – Find a Buyer First Before You Buy PropertyEp627: Brian Portnoy – Financial Wellbeing Is Your Gateway to a Meaningful LifeEp735: Swen Lorenz – Carefully Consider Liquidity in Your Portfolio P.S. Download Your Free 1-Page Risk Checklist Don't evaluate your next deal on memory alone. Click the link below to download the 1-Page Risk Checklist. Print it out, keep it on your desk, and run all 5 steps before putting any money on the line! [DOWNLOAD THE 1-PAGE RISK CHECKLIST HERE]
2. Survive a Total Loss
2026/10/15
If losing a single investment forces you to change your lifestyle, delay retirement, or lose sleep, you have taken on a dangerous kind of risk. In this lesson, twice-voted #1 financial analyst Andrew Stotz, PhD, CFA, breaks down how an expert investment banker watched 70% of his net worth vanish into a failing major bank because he kept buying more as it fell. Reducing risk isn't about finding a magic trick to be right 100% of the time—it's about calculating your total exposure so that a 100% total loss never threatens your personal solvency. Why You Need to Listen to This Lesson NOW The 70% Net Worth Wipeout: Hear the staggering true story of an experienced financial professional who poured millions into Washington Mutual and walked around in a daze after it hit zero.Calculate Total Exposure: Understand why true risk includes hidden debt, personal guarantees, margin requirements, and emergency capital calls—not just your initial check.The Danger of Mental Accounting: Discover how separate trading accounts and options leverage can quietly create obligations much larger than your cash balance.Protect Your Sleep: Learn why physical and mental stress indicate that an investment position is simply too large for your financial life. Key Takeaway "You cannot control whether every investment succeeds, but you can absolutely control how much one investment is allowed to hurt your life." — Andrew Stotz, PhD, CFA Episodes Mentioned: Ep602: Andrew L. Howell – Don’t Invest in a Business With FamilyEp610: Conor Riley – Don’t Throw Good Money After Bad MoneyEp662: Edward McQuarrie – Never Ever Sell Naked CallsEp579: Tony Pawlak – Stop Trying to Get Rich OvernightEp698: Shawn O’Malley – Geopolitics Can Take Your Investment to Zero P.S. Download Your Free 1-Page Risk Checklist Don't evaluate your next deal on memory alone. Click the link below to download the 1-Page Risk Checklist. Print it out, keep it on your desk, and run all 5 steps before putting any money on the line! [DOWNLOAD THE 1-PAGE RISK CHECKLIST HERE]
1. Research Risk Separately From Return
2026/10/15
The moment you get excited about an investment, your brain stops asking if it's a good idea and starts actively collecting reasons why it is. In this lesson, twice-voted #1 financial analyst Andrew Stotz, PhD, CFA, reveals why even seasoned economists and smart professionals fall victim to convincing bull cases while completely ignoring looming dangers. Reducing risk isn't about finding a magic trick to be right 100% of the time—it's about separating your return case from an independent downside risk evaluation so that excitement doesn't cloud your judgment. Why You Need to Listen to This Lesson NOW The Iraqi Market Trap: Discover how a serious economist with IMF and international banking experience lost half his money in Iraq because he focused entirely on the upside bull case.The "Grumpy Person" Strategy: Learn how major institutions like DBS assign someone to deliberately tear down proposals, and how you can apply this exact technique to your own deals.Stop Relying on Biased Sources: Learn why trusting seller-provided reports, unverified lawyer summaries, or friendly endorsements without independent verification is a massive red flag.Separate Your Work: Master the two-part process of building the return case first, stepping away, and returning with a completely different mindset to find reasons to walk away. Key Takeaway "Build the case for why an investment could work, then step away, come back with a different mindset, and actively search for the reasons you should walk away." — Andrew Stotz, PhD, CFA Episodes Mentioned: Ep595: Taimur Baig – Don’t Let the Upsides Distract You From the DownsidesEp12: Stuart Leckie – The Cost of Friendship: How Your Friends Impact Your Investment DecisionEp585: Ted Leverette – Buy Businesses That Have Fixable ProblemsEp661: Michelle Leder – Read the 10-K Before You Buy That StockEp736: William Bernstein – Never Invest Based on the Headlines P.S. Download Your Free 1-Page Risk Checklist Don't evaluate your next deal on memory alone. Click the link below to download the 1-Page Risk Checklist. Print it out, keep it on your desk, and run all 5 steps before putting any money on the line! [DOWNLOAD THE 1-PAGE RISK CHECKLIST HERE]
Welcome. Five Steps to Reduce Risk
2026/10/15
You can work hard, do serious research, invest in a "great" deal, and still lose everything. In this opening lesson, twice-voted #1 financial analyst Andrew Stotz, PhD, CFA, reveals the hard lesson learned from interviewing 600+ investors about their worst financial mistakes: Intelligence alone will not protect your wealth. Reducing risk isn't about finding a magic trick to be right 100% of the time—it's about systematically avoiding preventable mistakes so that a single bad decision never alters your lifestyle or wrecks your financial future. Why You Need to Listen to This Lesson NOW Hear the staggering true story of a 30-year veteran investor who did extensive research on a leading stock, watched it double from $80 to $160, and ultimately sold it for less than $1.Learn why standard research and high IQ can still leave you completely blind to catastrophic downside risks.See how analyzing 600 painful, real-life investment disasters across stocks, real estate, crypto, and private deals led to a proven 5-step risk-reduction engine.Shift your mindset from chasing returns to systematically eliminating the hidden traps that trap your money and hand control over to someone else. Key Takeaway "The goal is not to become someone who never makes mistakes. The goal is to make fewer mistakes that you could have avoided—and make sure one mistake does not change your life." — Andrew Stotz, PhD, CFA Episodes Mentioned: Ep597: Lance Depew – You’re Going to Lose Despite Your Best Efforts P.S. Download Your Free 1-Page Risk Checklist Don't evaluate your next deal on memory alone. Click the link below to download the 1-Page Risk Checklist. Print it out, keep it on your desk, and run all 5 steps before putting any money on the line! [DOWNLOAD THE 1-PAGE RISK CHECKLIST HERE]
David Barnett - Business and Asset Values: Why Most Small Businesses Never Sell
2026/10/05
BIO: As an author, consultant, and international speaker, David C. Barnett has helped thousands of entrepreneurs avoid bad deals and close successful ones. STORY: Seven years after his first appearance discussing tax-related business losses, David returns for his third visit to unpack the biggest myth in small business acquisitions: that a wave of retiring baby boomers is about to flood the market with cheap businesses for sale. The real numbers tell a very different story, and most of what actually kills a deal has nothing to do with supply and demand. LEARNING: Value is never a fixed number; it depends entirely on who is asking and why. "Success is not closing the deal. It is buying a successful cash-flowing business at a reasonable price that's going to allow you to get a reasonable rate of return—or you avoid a bad deal."David Barnett As an author, consultant, and international speaker, David C. Barnett has helped thousands of entrepreneurs avoid bad deals and achieve successful business deals. His YouTube channel and podcast reach a global audience of small business buyers and sellers. David joins the podcast for a third time to discuss his newly released book, Business and Asset Values, and the realities of buying and selling small and mid-sized businesses today. The "silver tsunami" myth, debunkedThere is a lot of buzz right now about a coming wave of business sales, driven by baby boomer owners hitting retirement age. David has heard the pitch many times, and he does not buy it. The theory goes that this surplus of retiring owners will flood the market and drive prices down. But supply and demand only work that way if the pool of buyers stays fixed, and in small business, it does not. David uses his own 17-foot aluminum canoe to make the point: he already owns one, so no price will convince him to buy a second. Most consumer goods work that way. Small business acquisitions do not. Successful buyers that already own profitable businesses have no limit to how many other new businesses they can also acquire. And so the competitive forces at play when a good private business comes up for sale are just as vigorous as they always have been. The businesses that struggle to sell were always going to struggle, tsunami or not. BizBuySell, one of the largest business-for-sale marketplaces, reports that roughly 70% of listed businesses never sell. Why most listed businesses never sellAccording to David, most listed businesses never sell due to dead capital. These businesses have equipment or assets that cost money but do not generate a return, which makes the business harder to finance and harder to sell. If a buyer would have to borrow money to pay fair value for those assets, and the resulting cash flow doesn't cover the debt service, the deal simply doesn't work, no matter how much the owner believes their business is worth. David adds that public companies are often valued on their future because investors are buying an experienced leadership team along with a plan. Small businesses, on the other hand, are valued almost entirely on their past, because when the owner leaves, most of the knowledge and relationships that made the business work leave with them. Buyers want to see the history proven out, not projected forward, which is one reason small businesses trade at much lower multiples of cash flow than anything publicly traded. Seller's discretionary earnings (SDE)Another factor that affects a business sale, David says, is seller's discretionary earnings (SDE), which is EBITDA plus the owner's salary. A healthy SDE margin usually falls between 10% and 20%. Above 40% is a red flag worth investigating, and below 5% requires looking for what is off, whether that is pricing, high costs, or high gross margins. Often what turns up is unrecorded sales or personal expenses run through the business to lower its tax bill. That kind of underreporting can make an otherwise sellable business unbankable, since no lender will finance a deal built on numbers the owner cannot legally document. Financing also shapes a business's price. A business worth $800,000 with only $400,000 in tangible assets might get a loan for $300,000 in Canada or Europe, leaving the buyer to bridge the rest with their own equity and seller financing, often 30% to 40% of the deal. Easier access to credit pushes prices up. The same business in Ontario, Canada, and across the water in upstate New York will typically sell for around 25% more on the American side, simply because more buyers there can access the financing to pay for it. What actually counts as a "small" businessDavid's advice for anyone in a conversation about "small business" is to stop and ask for a definition. The Harvard Business Review Guide to Buying a Small Business describes a small business as one with $10 million in revenue, a number that would strike most of David's own clients as anything but small. He prefers to define businesses by EBITDA rather than revenue. He notes that, mostly, main street businesses run under $500,000 in EBITDA, and the lower middle market stretches up toward $1 to $1.25 million. Revenue alone can be misleading, since a business with high cost of goods sold could post $30 million in revenue while the owner takes home only a couple hundred thousand dollars with a dozen employees, a small, family-run operation in every practical sense. Entrepreneur or business owner? The difference is growthDavid drew a distinction between two very different relationships people have with their businesses. Many main street business owners started out simply needing an income, built the business to the point where it supported their lifestyle, and then settled in, sometimes for 15 or 20 years, focused on sustaining what they built rather than growing it further. An entrepreneur, by David's definition, never really stops adjusting the business, always trying to make it better, faster, leaner, and more profitable. A business that is not growing can still be a perfectly good source of income, but it is playing a different game entirely from one built to keep compounding in value. Why you should read David's bookDavid says reading his book Business and Asset Values: How Owners, Buyers, Sellers, Lenders, and Advisors Should Think About Small Business and Equipment Values will help business owners avoid bad value conversations. This is something that David has consistently seen throughout his career, where people will have different advisors give opinions on value, and they'll start arguing about the numbers when, in reality, they need to understand what someone's going to do with the asset. The book will help you think about your purpose, why you want something, what you're willing to do, and how far you're willing to go for it. No. 1 goal for the next 12 monthsDavid's number one goal for the next 12 months is to get his second child through high school and out of the house, after his daughter left for university. Then he can start doing the things he loves without guilt. Parting words "If you are thinking of getting involved in or owning a small business, then it makes sense to pick up this book. It will help you have smarter conversations with clients and understand why someone holds a certain position. It's going to give you an advantage in empathizing so you can have better conversations and a better position in any kind of negotiation."David Barnett Connect with David Barnett LinkedInXInstagramBlogWebsiteYouTubePodcast Andrew’s booksHow to Start Building Your Wealth Investing in the Stock MarketMy Worst Investment Ever9...
Pierre Rogers - Lessons on Trust, Ownership, and Rebuilding From Zero
2026/09/21
BIO: Pierre Rogers is a founder and author based in Irvine, California. After his first company collapsed, resulting in federal prison and $1.6M in personal debt, he rebuilt from less than zero—launching a new company. STORY: Pierre hired his best friend as CFO, ignored repeated warnings from his own team, and watched that one decision spiral into a PPP fraud scandal, a federal indictment, and 18 months behind bars. LEARNING: What you tolerate in the people you lead says more about your judgment than anything you say or do yourself. "What you tolerate says more about you than what you say or what you do."Pierre Rogers Pierre Rogers is a founder and author based in Irvine, California. After his first company's collapse ended in federal prison and $1.6M of personal debt, he rebuilt from less than zero—launching a new company and writing Built by Failures, where he publishes weekly, unedited chapters of his own recovery alongside case studies of famous comebacks like Robert Downey Jr., Martha Stewart, and Tina Turner. Worst investment everPierre's worst investment wasn't a stock or a property; it was trusting his best friend as CFO. He founded Yahyn, a software startup designed to let small and mid-sized vineyards sell directly to consumers across the US, a niche complicated by strict alcohol distribution regulations. Pierre invested his capital and reputation into the company. Then he made the biggest mistake of his life; he hired his best friend as CFO, believing that they shared the same values and goals. They didn't. The CFO routinely showed up late, missed meetings unprepared, used substances during work hours, and went unresponsive for days at a time. Pierre's team members approached him individually to flag the pattern, at real risk to themselves, since criticizing the founder's best friend could easily have cost them their jobs. Pierre dismissed the warnings because personal loyalty clouded his judgment. This behavior escalated during the COVID-19 pandemic, when his friend overstated the number of employees to receive money from the Paycheck Protection Program (PPP). His CFO's fraudulent activity led to a federal investigation, the failure of his business, and Pierre's indictment. That fraud triggered a federal investigation, the company's collapse, and Pierre's own indictment. He takes full ownership: he hired the person, tolerated the behavior, and failed to supervise closely enough to catch it before it became a criminal case that sent him to federal prison for 18 months. Lessons learnedWhat you tolerate in the people around you, especially in a leadership role, says more about your own judgment than anything you say.A bad hire in a leadership role can cost your company, your reputation, and more.If you reinforce negative cognitive biases, you'll see negative things in the world. Try to practice positive self-talk often.Make an active choice to focus on the positive things that matter to you, and the things that you can control. Say no to self-pity.Structure and daily habits—a five-minute nightly log tracking diet, exercise, and a simple self-score—can rebuild discipline and mental clarity even in the worst circumstances. Andrew's takeawaysBefore you sign important things, slow down because once you put your name on it, it's done.When hiring people, try to find people whose values align with yours because misjudging a person's values, not just their skill, can cost you more than money. Actionable adviceDevelop a simple daily habit of tracking your own signals-mood, focus, energy-to uncover patterns that influence your judgment and decisions over time. He says that the same structure works just as well for evaluating a business or a hire: track the small signals daily. Patterns that are invisible day to day become obvious in hindsight. If you're bringing a friend or family member into a leadership role in your business, agree in advance on how you'll raise and handle performance issues, so the relationship doesn't override professional judgment later. Pierre's recommendationsPierre recommends his own project, Built By Failures, where he publishes weekly, unfiltered chapters of his recovery. No. 1 goal for the next 12 monthsPierre's number one goal for the next 12 months is to build a stronger, better-equipped sales team for his new company, so it can scale its reach into more enterprise accounts. Parting words "If you're going through hell, keep going.”Pierre Rogers Connect with Pierre RogersBlog Andrew’s booksHow to Start Building Your Wealth Investing in the Stock MarketMy Worst Investment Ever9 Valuation Mistakes and How to Avoid ThemTransform Your Business with Dr.Deming’s 14 Points Andrew’s online programsValuation Master ClassHow to Start Building Your Wealth Investing in the Stock MarketFinance Made Ridiculously SimpleFVMR Investing: Quantamental Investing Across the WorldBecome a Great Presenter and Increase Your InfluenceTransform Your Business with Dr. Deming’s 14 PointsAchieve Your Goals Connect with Andrew Stotz:astotz.comLinkedInInstagramThreadsXYouTubeMy Worst Investment Ever Podcast
Tony Martignetti - The One-Week Fundraising Plan Small Nonprofits Are Missing
2026/09/07
BIO: Tony Martignetti is the author of the upcoming book, Planned Giving Accelerated. He's been helping small- and mid-size US nonprofits launch Planned Giving fundraising programs since 1997. Tony is a lawyer, but he doesn't write or talk like one. He weaves in his background in stand-up comedy and improv to make Planned Giving easy, accessible, and affordable. STORY: Tony returns with a different kind of investment story: how he spent eight months writing Planned Giving Accelerated, a book designed to help small and mid-sized nonprofits launch a legacy giving program in as little as one week. LEARNING: The best fundraising asset most small nonprofits already have is their most loyal, longest-tenured donors, and putting it to work costs nothing but a conversation. "Planned giving is not a conversation about death. It's about life, the longevity and sustainability of your nonprofit's work."Tony Martignetti Tony Martignetti is the author of the upcoming book, Planned Giving Accelerated. He's been helping small- and mid-size US nonprofits launch Planned Giving fundraising programs since 1997. Tony is a lawyer, but he doesn't write or talk like one. He weaves in his background in stand-up comedy and improv to make Planned Giving easy, accessible, and affordable. Tony joins the podcast for the second time. In his first appearance, Ep820: A Flattering Binder and $13,500 Down the Drain, he shared how a $13,500 bet on a flashy Manhattan PR agency taught him to check his ego. This time he returns with the opposite kind of story: a low-cost, three-step system that has helped nonprofits raise nine figures without spending a dollar on PR. What is planned giving, and why does it matter?Planned giving fundraising is the practice of securing long-term gifts made through a donor's estate or retirement plan, rather than a check written today. Tony's new book focuses specifically on the simplest and most common form: a bequest, meaning a gift left through a nonprofit inside a supporter's will. For a nonprofit, these gifts function like seeds planted years or even decades before they mature. Since most bequest donors are in their 60s or 70s when they name a charity in their will, the gift itself may not arrive for another 20 to 30 years. That time horizon is exactly why Tony sees planned giving as the foundation of real organizational sustainability—feeding an endowment a nonprofit can grow indefinitely, rather than a one-time cash infusion that gets spent immediately. The missed opportunity hiding in your donor listTony points out that most nonprofits miss donor opportunities because they don't ask. They already have everything they need to start a legacy giving program and simply never ask. Tony's three-step framework, which he calls the Martignetti Three-Step, One-Week Planned Giving Launch, laid out in the first three chapters of his book, is designed to get an organization from zero to a live planned giving program within a week: Step one: Identify your top prospects by analyzing donors who have shown consistent giving over at least 10 years, regardless of gift size, to ensure targeted outreach.Step two: Start with the simplest planned gift there is, a bequest written into a will, rather than a more complex vehicle.Step three: Cultivate and solicit those prospects directly by initiating a personalized, values-based conversation about legacy, making the donor comfortable and engaged. Tony's point is that a nonprofit does not need a press release, a webpage, or a campaign to say it has launched planned giving. It needs one honest, genuine conversation with the right donor. Have that conversation, and the program is live. Furthermore, he explains, the size of the gift matters less than its consistency. When a donor has given $5 each year for 20 years, it shows a strong emotional connection to the cause and makes them a better prospect for planned giving than a single large donation made one year ago. Why the conversation isn't about deathA common excuse Tony often receives is that conversations about planned giving make people feel uncomfortable or even morbid, because bequests are paid out only after a donor dies. However, according to Tony, this is not a conversation about death but about leaving a long-term impact that a donor has already been experiencing. Planned giving, Tony believes, is different from immediate, urgent appeals based on scarce funds and the need to pay employees' salaries soon. When the conversation starts by mentioning how important it is to keep the nonprofit from running out of money, that is an unsustainable way to fundraise. A nonprofit with enough stability to plan decades in advance is better placed to have a successful planned giving conversation. The data behind love and moneyTony cites research from Russell James, a professor at Texas Tech University who has spent decades studying the psychology and economics of bequest giving using quantitative methods rather than anecdotes. One striking finding Tony references is that, on average, about 75% of people who add a nonprofit to their will increase their annual giving to that same organization afterward. This seems to be an emotional factor, not a financial one at all. Once a donor decides to include a cause in their will alongside family members such as spouses, kids, or grandchildren, they feel an even stronger bond with that cause, and that bond shows up in daily donations as well. This finding clearly counters the fears many fundraisers have about planned giving and the idea that donors might consider their bequest their final donation and give nothing else annually. Actionable adviceFirst, create your own donor database and filter for longevity rather than monetary contribution, because donors who have been contributing for 15 to 20 years can qualify for planned giving. When you approach that donor, frame the conversation around the future and sustainability of the work they already support, rather than your organization's current financial needs. If you're a nonprofit under five years old or without individual donors yet, focus first on building that base. No. 1 goal for the next 12 monthsTony's number one goal for the next 12 months is to get Planned Giving Accelerated into the hands of 2,000 small and mid-sized nonprofits within a year of launch, with the hope that even half of them implement the three-step framework and successfully launch a planned giving program. Connect with Tony MartignettiLinkedInYouTubePodcast Andrew’s booksHow to Start Building Your Wealth Investing in the Stock MarketMy Worst Investment Ever9 Valuation Mistakes and How to Avoid ThemTransform Your Business with Dr.Deming’s 14 Points Andrew’s online programsValuation Master ClassHow to Start Building Your Wealth Investing in the Stock MarketFinance Made Ridiculously SimpleFVMR Investing: Quantamental Investing Across the WorldBecome a Great Presenter and Increase Your InfluenceTransform Your Business with Dr. Deming’s 14 Pointsa...
Dustin Heiner - Reselling Your Sawdust: The Passive Income Strategy Hiding in Your Business
2026/08/24
BIO: Dustin Heiner is a real estate investor who quit his job at 37 with financial freedom and passive income from his real estate investing. Through his coaching, podcast, and YouTube channel, he has helped thousands of people invest in real estate. STORY: In late 2019, Dustin was one signature away from leasing a gym that had nothing to do with real estate, then COVID-19 shut every gym in America and closed the deal for him instead. That near miss led him to a strategy that now runs quietly underneath everything he does: reselling his sawdust. LEARNING: You do not need a new business to build a new income stream. Look first at what your current one is already producing, and throwing away. "How does a smart man learn? He learns from his own mistakes, but a wise man learns from other people's mistakes."Dustin Heiner Dustin Heiner is a real estate investor who quit his job at 37 with financial freedom and passive income from his real estate investing. Through his coaching, podcast, and YouTube channel, he has helped thousands of people invest in real estate. He is also the founder of the Real Estate Wealth Builders Conference, where he brings thousands of real estate investors together to connect and grow their investing businesses. Dustin joins the podcast for the second time to unpack a business mistake he almost made in 2019, and the powerful lesson it taught him about turning overlooked assets into new revenue streams. He first appeared on episode 144: His Life Went From Loss to Success When He Mastered Passive Income. Catching up since 2019When Dustin last appeared on the show, real estate had just freed him from his day job. Years later, the numbers have grown considerably. He now owns more than 30 single-family rental homes and is assembling a further portfolio of nine to twelve properties. Some individual properties bring in around $3,000 a month in passive cash flow. But Dustin focuses not on the money he makes, but on the mindset behind his investing approach. He does not own a portfolio of properties and hope the market carries them higher, the way you might watch a stock. He runs a business built on real estate, and every property in it earns its place as inventory, not a bet on appreciation. The gym that almost sank a real estate empireDustin's core business has always been real estate. But in 2019, while his rental portfolio was thriving, he took his eye off the ball and chased a passion project: opening a gym. Dustin spent months trying to buy a property to set up the gym, but he couldn't find one worth the price, so he decided to lease space instead. This business model was completely outside his real estate expertise. He was about to sign the lease when COVID-19 hit, and gyms across the US were declared non-essential and shut down. If Dustin had signed the lease, he would have been obligated to pay rent for a closed-down business with no income. This would be his worst deal, even though he didn't make it in reality. What Dustin really lost was the time and attention he should have put into investments already making him money. Reselling your sawdustThe lesson Dustin took from this experience is a concept he calls reselling your sawdust, a more practical way to earn passive income. To explain this concept, he describes a sawmill. Its main product is lumber, but it also produces sawdust, a byproduct that usually costs money to burn or haul away. Instead of treating that sawdust as waste, some sawmills package and sell it as bedding for gerbil cages, compressed fire-starting logs, or filler in other products. The "waste" becomes a second profit center with almost no extra effort, because it was already being produced. Dustin argues the same opportunity exists inside almost every business. His sawmill is real estate. Everything else—his knowledge, audience, systems, and industry relationships—is sawdust. Instead of chasing an unrelated venture like a gym, he found more value repackaging what his core business was already generating for free. Five income streams built from the same sawdust pileDustin's business now includes several ventures that all trace back to the same real estate sawmill: Education: The Master Passive Income podcast and YouTube channel, which grew out of simply teaching people what he already knew about running rental properties like a business.Community: The Inner Circle, an in-person mastermind hosted in Nashville, plus an annual Mastermind in Paradise cruise to the Bahamas that doubles as a tax-deductible retreat.Software: From his internal systems and processes, Dustin built Income Builder, which systematizes the exact process he uses to vet, buy, and manage his own properties, so his coaching clients don't have to guess.Sponsorship revenue: Dustin now has more than 2.3 million podcast downloads and roughly 500,000 followers across social media, including about 300,000 on Instagram alone. This is an audience sponsors pay to reach.Done-for-you investing: The Portfolio Builder Program, a $100,000 white-glove service for people who have money but not time, that delivers 20 cash-flowing properties in 12 months. Each of these started as a side effect of running his real estate business, not as a planned product line. That's the point: sawdust is rarely obvious until you go looking for it. Real estate income is not automatically passiveDustin draws a sharp line between investing and speculating. Buying a stock and hoping the price rises is a bet on value appreciation you don't control. In his opinion, buying a rental property, unlike a stock, is like starting a business with recurring monthly revenue, real expenses, and inventory (the properties themselves). Dustin says he doesn't invest in real estate for appreciation but for monthly cash flow. This means treating each property like inventory that has to earn its place in the business regardless of what happens to its resale value. Dustin works with several experts (property managers, contractors, and leasing agents) who help him buy property. Before he buys a property, he gets these experts to sign off first. He calls his property manager and describes what he is considering before he owns it, not after. If the manager says the numbers will not work, he walks away and loses nothing but a little time. Buy first and ask questions later, and a bad answer turns an asset into a liability that is already yours. This upfront vetting is also what lets him spend roughly 30 minutes a month managing more than 30 properties and interests in nearly 1,000 apartment units. Rather than aiming to minimize hours worked, Dustin's goal is to build systems thorough enough that the business runs itself, making the income truly passive. Finding your own sawdustIf you're wondering how to find your sawdust, Dustin's challenge to you is simple: identify what your business (or even your job or hobby) is already producing that you're not capturing. He suggests starting with a basic question: what do you do in your free time, for fun or for work, that other people would pay for or want help with? For example, if you are a content strategist, consultant, or organizer, the research you compiled for one client, the frameworks you developed for one campaign, or the community you built for one cause could become a standalone product, course, or service if you package it well. Andrew's takeawaysA strength isn't a competitive advantage until you convert it into cash flow.Reselling your sawdust will more likely earn you more than starting something new. Actionable adviceAudit your own sawdust. List the skills, systems, content, data, or relationships your current work already produces, then ask who would pay for access to them. No. 1 goal for the next 12 monthsDustin's number one goal for the next 12 months is to scale Income Builder.io, the software that systematizes his real estate coaching, from roughly 100 users to 5,000. Parting words “Get started and make passive income.”Dustin Heiner Connect with Dustin Heiner a...
#Business DNA: Interview with Chane Laosonthorn
2026/08/20
Founder values must be translated into systems: His grandfather's attention to every patient had to become a measurable standard the rest of the hospital could follow. What clinics can't afford, Wattanapat built: Small clinics can't afford the specialists or the equipment for serious cases. Wattanapat built that capability instead, adding specialists like neurosurgeons and cardiologists. Local healthcare providers can be partners rather than competitors: Community clinics handle the basic cases and send Wattanapat the ones that need emergency, inpatient, or specialist care. It's not competition; help flows both ways. Growth requires selective investment: The hospital doesn't try to offer every procedure; it invests where there's real patient need and refers rare cases elsewhere. Even the offices are bare; every baht goes to equipment instead. People are the real growth constraint: Keeping the right people is what limits growth. On Samui, specialists come from elsewhere and tend to leave. On the mainland, the problem is finding department heads who are managers, not just clinicians. Subscribe to our free Substack: https://uncoveredthaistocks.com/ LEADER DNA Chane Laosonthorn had not planned to work in healthcare. He studied management, marketing and accounting in Australia before building experience in finance and human resources. Chane was preparing to accept a promotion in Perth when his grandmother told him that the family hospital was struggling. His grandfather, the hospital's founder, had suffered a health setback, and the family faced a choice between selling, running, or diversifying the business Chane chose to return to Thailand with no clinical background and limited knowledge of hospital operations. The decision was personal before it was strategic: protecting his grandfather's legacy and testing himself against a genuinely hard problem. Chane's outsider perspective became an advantage. Rather than approaching the hospital solely as a medical institution, Chane examined its systems, people, finances, and organizational structure. He preserved the founder's commitment to patient satisfaction and quality care while replacing dependence on individual personalities with measurable standards, specialist capacity, and professional management. His leadership philosophy is to calculate the risks carefully, decide whether the opportunity is worth pursuing, and, once the decision is made, commit to delivering it. What Chane shared Founder values must be translated into systems Values cannot depend entirely on the personality of a founder. Wattanapat translated Dr Wittaya's attention to patients into operating procedures, performance indicators and measurable service standards. Clinical depth creates a stronger business model The hospital expanded its specialist and sub-specialist capabilities while investing in biomedical equipment that smaller clinics could not economically provide. This allowed Wattanapat to handle more complex cases and build a strong referral network. Local healthcare providers can be partners rather than competitors Community clinics treat basic conditions and refer patients who need emergency, inpatient, or specialist care. Wattanapat supports these clinics instead of trying to replace them, creating a healthcare network that benefits every provider. Growth requires selective investment The hospital does not attempt to offer every possible procedure. It invests where there is sufficient patient volume, clinical need, and revenue potential, while referring rare or highly specialized cases to appropriate partners. Also, by design, the management offices at WPH are plain. Every baht saved on non-essentials goes toward biomedical equipment and specialist capacity, the things that actually differentiate patient care. People, not capital, are the real growth constraint. Capital and market demand are important, but hospitals cannot grow safely without qualified clinicians, department heads and managers. With hospital financing secured through its stock listing, WPH's bottleneck is finding and retaining the right department heads and specialists, particularly on islands like Samui where staff often relocate away eventually. Welcome to Business DNA, a chance for us to delve into the essential make-up of business leaders and their organizations. Our focus is not on the short term but instead on understanding the driving forces behind business. Our guest today is Chane Laosonthorn, Chief Financial Officer (CFO) and Director of Wattanapat Hospital. Take a moment to introduce yourself, your background, and your story.Chane: I am currently Deputy CEO and CFO of Wattanapat Hospital. I have worked with the organization for about 11 years. Before returning to Thailand, I studied and worked in Perth, Australia. I did my bachelor's and master's there, then worked for about six years. I studied management and marketing, then a master's in accounting, honestly more out of practicality than passion. I looked at what credentials Australia wanted at the time, which was accounting, and that's what I pursued. I started as an accountant, and when a payroll officer left with no notice, I stepped in and got it right the first time. That opened the door to HR, and eventually another company recruited me into a more senior HR role. Why did you leave Perth to come back to Thailand? Chane: I had no intention of ever leaving Perth. One day, my manager came into my office and told me she had very good news. I knew she was about to offer me a promotion. Before she could continue, I went to the bathroom and called my grandmother. She had been telling me that the hospital in Trang was experiencing serious problems and that I needed to return. I asked whether the situation was genuinely that serious. When she confirmed that it was, I returned to my manager and declined the promotion. The decision happened very quickly. I knew nothing about the hospital business, and I had never studied medicine. My grandfather and I were very close. He got sick and could no longer be the doctor he once was, and I wanted to come back and protect his reputation. It was also, I think, a rare kind of opportunity to take something from bad to good. Not many people get that chance. Tell us about your grandfather and how the hospital started. Chane: My grandparents founded the hospital. My grandfather was a brilliant student who got top marks in the country in math, science, and physics. He went to study in Bangkok before returning to his home province to start a small clinic, just two rooms. He became so well known that an intersection in Trang is named after him, Dr. Wittaya Intersection. At his peak, around 1,700 patients wanted to see him personally, which obviously wasn't possible, so he referred people to other specialists. That referral instinct became the foundation of how the business runs today. What shaped his philosophy, and how did it carry through as the business grew? Chane: Two stories stand out to me because at the time they made no financial sense. He would travel abroad and rack up 300 to 500 baht in phone calls just to check on patients, for a doctor's fee of only 50 to 100 baht. From a financial perspective, the calls made no sense. From his perspective, caring for the patient was more important. And once, he sold a large piece of land, worth hundreds of millions today, to buy the province's first ultrasound machine. The machine was so outdated by the time I returned that its screen was smaller than an iPhone's. I asked him if it was worth it. He said absolutely, because before that machine, Trang had no access to ultrasound at all, and people were dying without it. That's when I understood his DNA. As he aged and the systems around him weakened, we had to translate that same instinct (intense, individual attention to every patient) into strategy, KPIs, and measurable results the whole organization could deliver, not just one person. That is how a founder's philosophy becomes scalable. Patients should receive attention from the moment they enter the hospital. How does a private hospital generate revenue? Chane: A hospital's main revenue begins with outpatients. An outpatient visits the hospital, receives a consultation, undergoes diagnostic tests, and may be given medication to take at home. Patients with more serious conditions may be admitted to an inpatient ward. The most serious cases may require intensive care or surgery. Healthcare differs from many service businesses because the customer does not decide the level of service. In a hotel, a guest chooses whether to book a standard room or a villa. In a hospital, the doctor determines whether the patient requires outpatient care, admission, intensive care, or an operation. Referrals are another important revenue source. Approximately 30 percent of our revenue comes from referred patients. These patients may initially visit a primary or secondary care provider that cannot manage the complexity of their condition. They are then transferred to Wattanapat for a higher level of care. How do you manage a
Laurie Barkman - Don't Wait Until You're Exiting to Plan Your Exit
2026/05/18
BIO: Laurie Barkman is a Certified Exit Planner, M&A Advisor, and founder of The Business Transition Sherpa®. STORY: Laurie explains why it's important to start planning your exit plan five to seven years before and what you need to do during that period. LEARNING: Don't wait until you're exiting to plan your exit. "Don't wait to do exit planning when you're exiting, it will be too late. Start five to seven years out. This gives you time to make an impact for change, make the business more attractive and ready, and to also make yourself more ready." Laurie Barkman Guest profileLaurie Barkman is a Certified Exit Planner, M&A Advisor, and founder of The Business Transition Sherpa®. As the former CEO who led a $100 million company through acquisition, she helps business owners build valuable, sellable companies and exit on their terms. Laurie is the Amazon best-selling author of The Business Transition Handbook: How to Avoid Succession Pitfalls and Create Valuable Exit Options and hosts the award-winning podcast Succession Stories, rated in the top 2.5% of podcasts globally. Get a complimentary business assessment. See how an acquirer would evaluate your business, enabling you to focus today on what will be important down the road. Learn what changes could double the value of your business. Return visit: what's changed and what hasn'tThree years ago, Laurie joined Andrew on Ep727: Quit Often Quit Fast to share her own worst investment ever. This time, she's back with something arguably more valuable: a masterclass on the single most common mistake business owners make: waiting too long to plan their exit. "I wish I knew this sooner." That phrase, Laurie says, is the number one thing she hears from business owners who've gone through a transition without proper planning. By the time they're ready to sell, it's already too late to improve the business, attract better buyers, or close the wealth gap they've been quietly ignoring. If you haven't heard Episode 727, go back and listen to Laurie's personal story. In this episode, she brings that same honesty, this time pointed squarely at what you, as a business owner, need to be doing right now. Exit planning is not an exit-day activityThe most important insight Laurie delivers in this episode is deceptively simple: exit planning needs to start long before you're planning to exit. If a prospective client tells her they're thinking about selling their business in one to three years, her response is direct: "You're already behind." A well-structured exit takes five to seven years to execute properly. That's not because the paperwork is complicated. It's because building a more attractive, more valuable, more transferable business takes time. And so does getting you personally ready for what comes after. Laurie works with two very different kinds of readiness: Business readiness: Making the business more attractive, more operationally independent, and more valuable to a future buyer.Personal readiness: Preparing the owner emotionally and financially for the life that comes after the company. Too many founders kick this can down the road, only to find the finish line overwhelming when it finally arrives. The exit timeline exerciseOne of Laurie's most practical tools is what she calls the Exit Timeline Exercise. She sits with clients and literally maps out, year by year, what needs to happen (both in the business and in their personal lives) to set them up for a successful transition. This isn't a generic checklist. It's built around the owner's specific situation: their age, their family's ages, their life stage, and what they actually want their next chapter to look like. Understanding the numbers: wealth gap vs. value gapLaurie walks through two key calculations every business owner should understand: The wealth gapThis is the difference between what you need for retirement and what you currently have. Many business owners have most of their net worth tied up in their company, which means selling the business isn't just an exit; it's a financial planning event. The net proceeds (after taxes, transaction fees, and other costs) need to be factored into the nest egg calculation. As Laurie reminds us, it's the net number that counts, not the headline price. The value gapOnce you know your wealth gap, you can figure out what your business needs to be worth—and compare that to what it's actually worth today. The difference is the value gap. Closing that gap is the work of exit planning. What buyers are actually buyingOne of Laurie's most counterintuitive insights: when you're selling your business, stop thinking about your products and services. Start thinking about what problem your company solves for another company. Buyers, particularly strategic buyers, are acquiring capabilities, not catalogs. They might want your customer list, your talent, your geographic footprint, your intellectual property, or your distribution network. A European acquirer once offered Andrew a revenue multiple (not EBITDA) because he didn't care about the coffee margins. He wanted the distribution infrastructure to pour his own volume through. That's a strategic buyer making a strategic bet. Understanding who might want to buy you, and why, should shape how you build and present your business years before any transaction. Transferable assets: do an inventory nowOne of the most actionable practices Laurie recommends is a transferable assets audit. Go through every major asset in your business (contracts, customer relationships, intellectual property, talent, equipment) and rate each on a scale of 1 to 5 for how transferable it is to a new owner. A score of 1 isn't a crisis. It's a to-do item—one you can now address if you start the process early enough. A common example: contracts that aren't transferable. Many business owners have never thought about whether their agreements include a transferability clause. Without one, a sale can be significantly complicated. With a transferability clause added proactively at renewal, the problem simply goes away. Keep your financial records in orderAnother practical piece of advice comes from Andrew's observations of businesses in Thailand, echoed by Laurie's US experience: messy financial records are a serious exit liability. Buyers expect the last three full years of clean financials, current year data, and a credible forecast. If your monthly books aren't closed, your expense categories are inconsistent across years, or your numbers are tied up with personal expenses, you've created friction in the due diligence process. This friction costs you time, trust, and money. Laurie recommends moving toward reviewed financials as an early milestone. For many businesses, it's not a high incremental cost, and it signals credibility to buyers. Lessons learnedDon't wait to plan your exit until you're ready to exit. By that point, it's already too late to make meaningful improvements to the business. Start five to seven years out.Personal readiness matters as much as business readiness. Too many owners focus entirely on the company and are blindsided by the emotional and lifestyle changes that come with stepping back.Know your wealth gap and your value gap. These two numbers are the foundation of any honest exit plan.Buyers buy on their timeline, not yours. When someone comes calling, they're ready. You may not be. The goal of exit planning is to close that readiness gap before the call comes.Recurring revenue commands a premium, but know the difference between recurring and reoccurring. Contracted, predictable cash flows are what buyers pay top dollar for.Take an inventory of your transferable assets. Find the gaps now, while you still have time to close them.Clean, consistent financial records are non-negotiable. Start with reviewed financials and build from there. Andrew's takeawaysProfitability and growth are both required. Profitability without growth isn't particularly valuable, and growth without profitability doesn't justify the premium either. It's the combination that drives multiple expansion.The $25 million revenue threshold is a real inflection point in buyer perception. Businesses that cross it are seen as market-proven in a way that smaller companies, however promising, simply aren't.When a strategic buyer sets a revenue multiple, they may...
Tony Martignetti – A Flattering Binder and $13,500 Down the Drain
2026/04/20
BIO: Tony Martignetti is the evangelist for Planned Giving fundraising for small- and mid-size nonprofits. STORY: Two years into building his business, Tony convinced himself he could become the nation's thought leader on planned giving fundraising — not just for nonprofits, but for all Americans. He walked into a swanky Midtown Manhattan PR agency, got dazzled by a four-inch binder, and signed up at $6,750 per month. Two months and $13,500 later, his only return was a single bylined op-ed in a free subway newspaper. LEARNING: Check your ego. Vet your big ideas with honest, trusted people before spending any money. Understand that PR, even when it works, rarely converts to actual revenue. "This was an ego investment. I did it for my vanity project. I got one placement in a giveaway newspaper on a federal holiday when nobody was in the subway. That was it." Tony Martignetti Guest profileTony Martignetti is the evangelist for Planned Giving fundraising for small- and mid-size nonprofits. Connect with him on LinkedIn. Check out Tony's free How-to Guide on Planned Giving Fundraising. Worst investment everTwo years into running his consultancy, Tony had a big idea. He didn't just want to serve the nonprofit sector; he wanted to reach all Americans and make planned giving a concept that everyday citizens (not just charity insiders) would understand and act on. To do that, Tony decided he needed PR, the kind that lands you on 60 Minutes and gets Charlie Rose calling. He found his way to a prestigious agency in Midtown Manhattan, far from his own modest office in the Flatiron neighborhood. They had an 80-story skyscraper overhead to match. At the pitch meeting, they brought out what Tony describes as a four-inch-thick three-ring binder, every page in a plastic sleeve. Client on The Today Show. Client on Good Morning America. Client on 60 Minutes. Client with Charlie Rose. All this sucked Tony in, and he bought it all—hook, line, and sinker. They kept feeding his ego. He signed on at $6,750 per month. What he got for $13,500After two months, Tony canceled the contract. His total return: one bylined op-ed in AM New York, a free newspaper distributed in New York City subway stations. The placement ran on Martin Luther King Day. A federal holiday when subway ridership was a fraction of normal on a Tuesday. No leads from Good Morning America. No call from 60 Minutes. No magazine profiles. No newspaper reporters are following up. Nothing promising on the horizon. Just $13,500 lighter and one op-ed that almost nobody read. Why the agency let it happenThe agency saw a solo entrepreneur with ideas far bigger than the media landscape could realistically support, and instead of managing Tony's expectations honestly, they kept stoking his enthusiasm to secure the fee. They should have talked him down to what's reasonable to expect. Instead, they completely mismanaged his expectations and kept feeding his ego to capture a fee. The fundamental problem was that Tony's ambition—to educate ordinary Americans about the value of nonprofits, then about the value of supporting them long-term, then to direct them toward specific giving vehicles—was a multi-step awareness campaign that no single PR placement could accomplish. It was simply too much to ask of the media. The uncomfortable truth about PR and revenueYears after the failed agency experiment, Tony had better PR results. He hired a skilled freelance publicist who secured quotes for him in The New York Times, the Wall Street Journal, and the Chronicle of Philanthropy, the leading trade publication in his sector. Reporters on the nonprofit beat came to know him and called him when they needed a source. And yet: not one new client ever picked up the phone because they saw Tony's name in the Times. This taught him a lesson: PR is more about reputation and awareness than revenue. Lessons learnedPR might get done right, and it still won't save you. It can build reputation and awareness over the years. It is not a customer acquisition channel.For early-stage founders, the honest question to ask before writing a large check is: Is this actually going to build the business, or is this about making me feel like I've arrived?Don't go check your idea with the people who are going to get a fee for capitalizing on your pie-in-the-sky idea. The people most likely to validate an idea are often the ones most financially motivated to tell you it's great. Lawyers, consultants, vendors, agencies—all have a stake in your enthusiasm. The honest input has to come from people with nothing to gain: trusted colleagues, mentors, or experienced friends who will tell you what they actually think. Andrew's takeawaysEgo investments are a universal founder trap. Almost every entrepreneur who has started a business has made at least one purchase driven more by identity and aspiration than by clear ROI thinking. Naming it "a vanity investment" is the first step to catching it before it costs you.PR almost never converts to customers. This is one of the most consistent findings across hundreds of My Worst Investment Ever PR can build credibility and awareness over time. But it is not a sales channel, and expecting it to deliver clients, especially early in a business, is a setup for disappointment.The stage of business matters for marketing strategy. Early-stage businesses need direct, efficient client acquisition, not brand awareness campaigns aimed at broad audiences. Align your marketing spend with where you actually are, not where you imagine yourself to be.The media landscape has to be ready for your idea. Tony's vision of educating all Americans about planned giving required multiple layers of awareness-building before a single TV segment could have any effect. Even flawless PR execution couldn't shortcut that process. Actionable adviceAsk yourself: Is this a business investment or an ego investment? Before any significant marketing or PR spend, write down the specific customer acquisition outcome you expect. If you can't describe a clear path from the spend to a paying client, it's probably a vanity investment.Match your marketing strategy to your business stage. In the first two to three years, most professional service firms grow through direct outreach, referrals, and relationship-building rather than mass media. Invest accordingly.Understand what PR actually does. PR builds reputation and credibility over the long term. If that's your goal, it can be worth it. If your goal is revenue next quarter, look elsewhere.If you're going to do PR, set explicit expectations in writing. What placements will they pursue? In what timeframe? What counts as success? If the agency won't commit to specifics, that tells you something important. No. 1 goal for the next 12 monthsTony's number one goal for the next 12 months is to publish his first self-published book: Planned Giving Accelerated, due out in September. A companion course will follow the book's release. Parting words "Thank you very much, Andrew. This was great, great fun. It's very different than what I've done."Tony Martignetti [spp-transcript] Connect with Tony MartignettiLinkedInYouTubePodcast Andrew’s booksHow to Start Building Your Wealth Investing in the Stock MarketMy Worst Investment Ever9 Valuation Mistakes and How to Avoid ThemTransform Your Business with Dr.Deming’s 14 Points Andrew’s online programsValuation Master ClassThe Become a Better Investor CommunityHow to Start Building Your Wealth Investing in the Stock Marketa href="https://academy.astotz.com/courses/finance-made-ridiculously-simple" rel="noopener

Podcast reviews

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5 out of 5
61 reviews
★★★★★
M Edgington 2022/03/07
Well worth Subscribing
Highly recommend Andrew Stotz’s podcast “My Worst Investment Ever”. Andrew is a generous and considerate host. He allows his guests to share their sto...
★★★★★
My Core Intentions 2022/01/03
As a guest on My Worst Investment Ever
Andrew, thanks for having me on your podcast. It was an awesome evernt. I hope the sharing was of value to your listeners. I am confident you will ...
★★★★★
J Nischwitz 2021/08/26
Worst Investment … Best Lessons
Love Andrew’s approach and mindset — digging into our worst investments and pulling out the lessons and then the even deeper lessons. No scratching th...
★★★★★
Karen Briscoe, Author 2021/07/19
Inspiration and Insights
Inspiration and insights that transform businesses and lives. Achieve a higher level of success by tuning in to Andrew Stotz and his guests on My Wor...
★★★★★
Mel Good Karma 2021/05/14
Pain into Gain!
New favorite podcast! I love Andrew’s format and the variety of guests/topics he shares. We all have losses, mistakes, mis-steps in our lives, but oft...
★★★★★
Cdreed03 2021/03/12
Love the podcast
Absolutely love the stories of people share. Tons of value and every episode.
★★★★★
Matt Franklin pdx 2021/03/08
Brilliant podcast
At first, based on the title, I thought this show would be negative, just focusing on tales of woe and financial hardship. I’m so glad I gave it a lis...
★★★★★
Coonoor Behal | Mindhatch 2021/03/08
Clever concept and great execution!
I love the concept of this podcast and it was an honor to be a guest. Thank you for creating a space for people to chat about their mistakes so we can...
★★★★★
mdole91 2021/01/05
Will help you prevent mistakes
This podcast is extremely helpful when it comes to learning about the mistakes you can make. The guests share so much great insight. It has helped me ...
★★★★★
Sidsfuture 2021/01/03
You win from your loses
Fantastic job in teaching the importance of losing
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