The Money Advantage Podcast

Bruce Wehner & Rachel Marshall

Personal Finance for the Entrepreneurially-Minded!

  1. 3D AGO

    Nelson Nash Think Tank 2026 Recap: What Serious Practitioners Want Families to Understand

    The “Real Show” Reminder (and why that matters) We kicked off this episode the way we often do—by being real. A quick tech hiccup, a laugh, and the reminder that this is not a polished production pretending to be perfect. It’s a real show, with real people, talking about real money decisions. https://www.youtube.com/live/JDkaHi_66d8 And that imperfect start is a perfect picture of what’s happening in the Infinite Banking world right now. As Infinite Banking becomes more popular, the internet makes it look clean and effortless: slick graphics, big promises, “hacks,” and fast results. But families don’t need more hype. They need clarity. That’s why this Nelson Nash Think Tank 2026 recap matters. It’s one of the few environments where serious practitioners gather—not to sell—but to refine thinking, challenge assumptions, and protect the integrity of Nelson Nash’s original message. If you’re a family leader who wants to use the Infinite Banking Concept as a long-term strategy—not a short-term trend—this is for you. The “Real Show” Reminder (and why that matters)What you’ll gain from this Nelson Nash Think Tank 2026 recapWhat is the Nelson Nash Think Tank (and why it’s different)?Nelson Nash’s first rule and the 2026 themeInternal rate of return vs volume in Infinite Banking: what families are hearing onlineWhy “maximum early cash value” can backfire in Infinite Banking policy designModified Endowment Contract (MEC) and the 7-pay test: what to knowHow to choose an Infinite Banking practitioner (and avoid bad advice)“Insurance companies are not banks”: understanding the banking processThink long range as a way of life, not a quick tacticWhere Infinite Banking is headed: young people, AI, and fintechWhat this Nelson Nash Think Tank 2026 recap means for your familyListen to the full episode (Nelson Nash Think Tank 2026 recap)Book A Strategy Call What you’ll gain from this Nelson Nash Think Tank 2026 recap In this article, we’re pulling back the curtain on what was shared at the Nelson Nash Think Tank 2026—a practitioner-focused environment where the emphasis was think long range, improve policy design conversations, and address the growing confusion created by clickbait marketing and “shortcut” policy claims. Here’s what you’ll walk away with: What the Think Tank is (and why it’s not a sales event) Why “think long range” was the theme—and why families should pay attention The real issue behind “maximum early cash value” and skinny-based designs How to spot Infinite Banking misconceptions and marketing tactics What’s coming with AI and fintech in life insurance—and what isn’t changing Practical guidance for families who want to take control of the banking function What is the Nelson Nash Think Tank (and why it’s different)? The Think Tank isn’t built for the general public. It’s designed to sharpen the people who teach and implement the concept. You typically attend as a practitioner, someone in the practitioner program, or as a guest of a practitioner (which can include clients or people considering becoming practitioners). It’s also intentionally immersive. The days start early with breakfast, run through sessions into late afternoon, and then continue with dinners, vendor conversations, and deep discussions with fellow practitioners late into the night. You don’t go to be entertained. You go to be challenged, stretched, and sharpened. And that matters right now because Infinite Banking has become more searchable, more popular, and—unfortunately—more misrepresented. When something powerful spreads quickly, stewardship matters more. Nelson Nash’s first rule and the 2026 theme The theme this year was think long range, and that’s not a catchy slogan. It’s foundational to the Infinite Banking Concept as Nelson Nash taught it. Short-term thinking is the default posture of our culture. Social media rewards it. Marketing rewards it. Even many financial products are sold with it: “What can you get fast?” “What can you access now?” “How can you win this year?” But Infinite Banking was never meant to be a short-term move. It’s meant to be a lifetime strategy. Thinking long range means you’re making decisions from the perspective of: building stability, not excitement creating options, not dependence protecting your family’s future, not chasing quick wins designing a system that can bless generations, not just solve this month That mindset shift is what separates families who use Infinite Banking wisely from families who get caught in the noise. Internal rate of return vs volume in Infinite Banking: what families are hearing online One of the biggest recurring themes was the temptation to judge policies primarily by internal rate of return (IRR)—especially in the early years. If you’ve spent any time online looking at Infinite Banking, you’ve likely seen people argue about illustrations, early cash value, and “best” design strategies. Many of those arguments are framed as if the only goal is maximizing the numbers as quickly as possible. But here’s the problem: you can “win” an early IRR argument while losing the long-range strategy. A powerful presentation at the Think Tank used a visual approach—backed by math—to show something families need to hear clearly: focusing on early cash value often creates tradeoffs that reduce your future capacity. There are no solutions—only compromises. And a compromise isn’t bad when you understand it. The danger is when someone sells a compromise like it’s a guaranteed solution. The heart of the point was this: in Infinite Banking, the rate is not nearly as important as the volume of dollars you can control over your lifetime. That’s how commercial banks and major financial institutions think. A small return on a massive volume becomes a large outcome. For families, that translates into a different question entirely:How much of what flows through your hands will you capture and control? That question changes everything. Why “maximum early cash value” can backfire in Infinite Banking policy design One of the most popular marketing angles today is the push for “maximum early cash value,” often achieved through skinny-based policies with high PUAs. The pitch usually sounds like this: get as much cash value as possible early so you can “put your money to work somewhere else.” Here’s what often doesn’t get explained. Some aggressive designs rely on structures that only allow maximum funding for a limited period (for example, seven years). After that funding window ends—often due to IRS rules tied to MEC limits—the rider or structure may drop off, and you can no longer fund in the same way. The common comeback is: “Just start another policy.” But real life isn’t a spreadsheet. Starting over can reset efficiency. Health and insurability can change. Income changes. Goals change. Markets change. And a strategy that depends on you repeatedly starting new policies assumes a stability most families simply can’t guarantee. The bigger concern is the mindset that this trains: a series of short sprints instead of building a lifelong system. Thinking long range means designing for durability, flexibility, and sustainability—not just speed. Modified Endowment Contract (MEC) and the 7-pay test: what to know You don’t need to be a tax expert to understand why MEC rules matter, but you do need to know that they exist—because many “max fund fast” strategies bump up against them. A Modified Endowment Contract (MEC) is a policy that fails IRS funding limits (often related to the 7-pay test). When a policy becomes a MEC, the tax treatment of distributions changes, and it can reduce some of the advantages families expect when they hear “tax favored.” That’s why certain policy designs are built around managing those limits—sometimes by using structures that give you a short window of maximum funding. The key takeaway is simple: if someone is promising “perfect” early cash value without explaining tradeoffs, funding limits, and long-term implications, you’re not being educated. You’re being marketed to. And marketing can be expensive. How to choose an Infinite Banking practitioner (and avoid bad advice) As Infinite Banking grows, a disappointing trend has emerged: clickbait content designed to stir controversy or attract attention. Some marketers now lead with “what’s wrong with IBC” as a hook—even while selling it—because negativity generates clicks. That kind of infighting confuses families and erodes trust. So what should you watch for? Red flags to take seriously Be cautious if someone says or implies: “You don’t have to make premium payments.” “These aren’t premiums, they’re deposits” (without clear explanation that it’s life insurance). “You’ll get cars for free if you do this long enough.” “This is the only policy design that works.” “You’re borrowing at X and earning Y so you’re losing money” using simplistic one-year comparisons. Another red flag: when someone makes you feel urgency—like you must act now without fully understanding what you’re buying. If it feels too good to be true, your intuition is likely picking up on something real. A healthier question to ask Instead of asking, “How fast can I get cash value?” ask: “How will this policy design serve my family over decades?” “How long can I realistically fund this?” “What compromises are being made to get early access?” “How does this fit into my long-term cash flow strategy?” That’s how you protect yourself—and how you start thinking like the kin

    50 min
  2. FEB 16

    Marshall Family Banking System Case Study: In-Force vs Original Illustration (Part 6)

    The moment we realized “liquidity” isn’t a theory Thirteen years ago, Lucas and I thought we were being responsible by storing a lot of our capital in gold and silver. It felt safe. It felt timeless. It felt like the kind of move people make when they’re thinking long-term. And then we needed cash. https://www.youtube.com/watch?v=M3go-H641ZU Not someday. Not “in retirement.” We needed liquidity for real life—building a business, making decisions, moving when opportunities showed up. And in that moment, we learned something the hard way: an asset can be valuable and still be a terrible place to store accessible capital. The spot price was down. We had to sell at the wrong time, and that’s when the question got painfully simple: Where do you store capital so you can access it when you want it—without losing control, without begging permission, and without being at the mercy of timing? That question is what led us to build what we now call our family banking system—and in this Part 6 case study, we’re pulling back the curtain again. In this Marshall Family Banking System Case Study: In-Force vs Original Illustration (Part 6), Bruce Wehner and I walk you through the real mechanics: premium paid, cash value, loan availability, in-force illustrations, original projections, and what actually changed over time. The moment we realized “liquidity” isn’t a theoryWhat you’ll learn from this Marshall Family Banking System case studyWhat is a family banking system?Why we started: liquidity, then legacyFamily banking system case study: our “13-year” system with a reset (1035 exchange)Premium paid vs cash value: the real numbers (round terms)Cash value vs loan value in a family banking system“Do you still earn dividends with a policy loan?”How a family banking system works year-to-year: the numbers keep risingIn-force illustration vs original illustration: why our numbers changedWhy illustrations change (dividends change)The compounding effect: what changed by age 75Break-even in a family banking system: what it means and what it doesn’tWhat’s inside an annual statement: dividends, PUAs, and how death benefit risesPaid-up additions rider (PUA) and compoundingDirect vs non-direct recognition: what to knowAnnual premium payment and “premium refund”: a detail most people missThe core mindset shift: this is about control of capitalWhat this Part 6 case study provesListen to the full episodeBook A Strategy CallFAQWhat is a family banking system?Is a family banking system the same as Infinite Banking?Why pay whole life premiums annually in a family banking system?When does a family banking system using whole life insurance break even?What is a whole life insurance policy in-force illustration?Why does a whole life insurance policy's in-force illustration differ from the original illustration? What you’ll learn from this Marshall Family Banking System case study If you’ve ever looked at a whole life insurance illustration and wondered, “Can I trust these numbers?” you’re not alone. And if you’ve ever asked: “What happens to cash value when you take a policy loan?” “Do you still earn dividends with a policy loan?” “How do I compare an in-force illustration vs original illustration?” “When does a family banking system break even?” …then this article is for you. This is Part 6 in our series, and it’s designed to help you understand how a family banking system works using real policy performance—not theory, not hype, and not marketing claims. Here’s what you’ll gain by reading: A clear picture of family banking system with whole life insurance and why we use it What our numbers look like (in round terms) after years of funding The difference between cash value vs loan value (and why that matters) Why in-force results can differ from the original illustration How dividends changing over time can materially impact long-range projections Why we’re still committed—and why this is about control, not “rate of return” What is a family banking system? A family banking system is a capital control system—built to give your family a dependable place to store cash, grow it steadily, and access it on demand. Bruce and I both see this with families every day: the biggest stress isn’t usually “investment performance.” It’s capital access. It’s the ability to make a decision when life happens—without panic, without selling assets at the wrong time, and without losing future opportunity because you couldn’t move quickly. For us, our family bank is built on whole life insurance cash value from a mutual company, structured intentionally for: Liquidity and access Predictable growth (guarantees + non-guaranteed dividends) A growing death benefit for multi-generational wealth The ability to borrow against the policy while the cash value continues to compound And I want to say this plainly: this is not an investment.This is savings. This is capitalization. This is a financial foundation from which you can invest with confidence. That distinction matters. Why we started: liquidity, then legacy We started this journey because we needed liquidity. Later, we realized something deeper: a family banking system is not just about “having cash.” It’s about building a structure that can last. After my near-death experience, our perspective on money and estate planning shifted permanently. We began asking a different question: What would it look like to leave our children more than money—while also leaving them a financial system that works? That’s where the multi-generational aspect of this became central. Lucas said it simply in the episode: it’s for now and for the future. Family banking system case study: our “13-year” system with a reset (1035 exchange) One important clarification: when we say “13-year update,” it’s because the concept has been in our family for 13+ years. But the specific policies we’re showing in this case study are newer because we did a 1035 exchange—moving cash value from one policy to new policies. That move effectively hit a reset button in terms of what you’ll see on the current policy timeline. So while the family banking system is 13+ years in, these particular contracts are five policy years into the current structure. That matters, because a lot of people look at year 1–5 and get discouraged. In early years, policies have costs, and break-even in whole life insurance doesn’t happen immediately. But “break-even” isn’t the only goal—and really it’s not even the most important measurement. Premium paid vs cash value: the real numbers (round terms) Let’s make this tangible. At the time we pulled these figures (Watch the YouTube video to see all the numbers): We had paid a little over $300,000 in total premium into the two policies Our total cash value (if we paid off the outstanding loan) was roughly $282,000 The amount we could access as a loan (if we paid off the outstanding loan) was roughly $260,000 We currently had a policy loan of about $48,000 With that loan in place: Cash value showed lower (because of mechanics like premium refund timing and reporting) The available loan value was lower (because part of the cash value is collateralized by the loan) Here’s the key takeaway for your own family banking system with whole life insurance: Cash value vs loan value in a family banking system Cash value is the pool. Loan value is how much the company will allow you to borrow against that pool. When you take a policy loan, you are not “withdrawing” your cash value. You’re using the insurance company’s money and collateralizing your cash value. That means: Your cash value can keep compounding You can repay the loan and free up borrowing capacity again You are not interrupting the internal growth the same way you would if you pulled money out of a bank account Bruce made this point clearly: banks stop paying you interest on money you remove. With policy loans, the system behaves differently because you’re borrowing against the reserve, not pulling your capital out. “Do you still earn dividends with a policy loan?” In our case, yes—because our company is non-direct recognition. That means the company does not reduce the dividend crediting due to the presence of a loan. (Some companies do recognize the loan and adjust dividends; those are direct recognition companies.) Bruce’s point was balanced, and I agree: it’s not that one is “good” and the other is “bad.” There are tradeoffs. There are no solutions—only compromises. But you need to understand which kind you have, because it affects how policy loans show up in performance over time. How a family banking system works year-to-year: the numbers keep rising One of the most encouraging things we’ve seen is simple: The amount we can borrow has continued to increase year after year. A family banking system is not built for bragging rights. It’s built for usability. The question isn’t “What’s the highest theoretical projection?”The question is “How much capital can I access when I need it—without breaking my plan?” When you consistently fund a system, you build a growing reservoir of capital that you control. This is why we call it an “emergency/opportunity fund.” It’s there for emergencies and opportunities. In-force illustration vs original illustration: why our numbers changed Now let’s get to the core of this Part 6 case study: Marshall Family Banking System Case Study: In-Force vs Original Illustration (Part 6) is about comparing the illustration you get when you start… versus the illustration you get after real years of performance.

    1h 22m
  3. FEB 9

    Financial Strategy for Families in 2026 and Beyond: A Framework for Uncertain Markets

    The “Clean Slate” That Changes Your Decisions Every January, Bruce and I have this running joke: as a society, we collectively decide that January 1 magically flips a switch—life will be calmer, more organized, more intentional. Bruce thinks it’s strange. (He’s not wrong.)I love it. I love a clean slate. A fresh start. A targeted window that says, “This is the beginning.” https://www.youtube.com/live/_cgm7sJ6SDc And here’s why that matters for your money: when you feel like you have a beginning, you’re more willing to think differently. You stop drifting on autopilot and start asking better questions—especially the one Bruce kept coming back to in our conversation: Why do you do what you do financially? That one question is the doorway to confidence. Not “confidence that you’ll always be right,” but confidence that you’re making the best decision with the information you have—while staying flexible enough to adjust when new information shows up. That’s the heart of this post: the financial strategy for families in 2026 isn’t a single product or prediction. It’s a way of thinking—a framework—that helps you build control, cash flow, and peace of mind in uncertain markets. The “Clean Slate” That Changes Your DecisionsWhat You’ll Gain from This Financial Strategy for Families in 2026Financial strategy for families starts with one skill: thinking about your thinkingWhat fundamentally changed—and why “uncertain markets” feel louder than ever1) Information moves instantly—and it affects how you use your money2) The 24-hour news cycle magnifies fear—and shrinks your time horizon3) AI disruption adds both opportunity and anxiety4) Cryptocurrency continues to create both opportunity and harm5) Debt levels are enormous—and debt quietly reduces control of capitalWhy the typical accumulation model fails families in uncertain marketsSequence of returns risk: why averages don’t protect your retirementFinancial strategy for families in uncertain markets: control of capital is the core principleCash flow planning and the liquidity strategy every family needs in 2026 and beyondHow to build liquidity for market volatilityDebt management strategy: why debt steals optionality for familiesWhy families need professional guidance more than ever in 2026Optionality: how to create a family wealth plan that lasts generationsYour most valuable asset isn’t your portfolio—it’s your family’s capacityThe Financial Strategy Every Family Needs in 2026 and BeyondListen to the Full Episode on Financial Strategy for Families in 2026 and BeyondBook A Strategy CallFAQ: Financial Strategy for Families in 2026 and BeyondWhat is the best financial strategy for families?How do you build liquidity for market volatility?How much cash reserve should a family keep in 2026 and beyond?What’s the difference between cash flow and net worth for families?How can families protect wealth from volatility without going to all cash?How does debt reduce control of capital?How can AI impact jobs and investing decisions in 2026 and beyond?What does “control of capital” mean in personal finance? What You’ll Gain from This Financial Strategy for Families in 2026 If you’ve felt the financial landscape shifting—tax uncertainty, persistent inflation, volatile markets, conflicting advice, AI disruption, crypto hype, growing debt, and nonstop headlines—you’re not imagining it. The pace of change is faster. But here’s the good news: you don’t need a crystal ball to win financially in 2026. You need a system grounded in principles that hold up in any environment. In this article, we’ll walk you through a financial framework for uncertain markets that’s built on: control of capital cash flow planning liquidity strategy (liquidity buffer) optionality (having choices even when the “rules” change) decision-making confidence under uncertainty multi-generational planning that prepares your family for the future you can’t predict And we’ll also show you why the typical accumulation-based model leaves many families exposed—especially when volatility and sequence of returns risk collide. Financial strategy for families starts with one skill: thinking about your thinking Bruce said something that I think every family needs right now: Think about your thinking. Most people don’t actually have a money strategy. They have inherited assumptions. They’re doing what coworkers do. What parents did. What the internet said. What the “guru” recommended. What the algorithm fed them. In 2026, the families who thrive won’t be the best guessers. They’ll be the best designers. And the first step in design is awareness: Why am I saving this way? Why am I investing this way? Why am I in debt? Why does this feel “safe” to me? What am I assuming about the next 10–20 years? This isn’t about obsessing. It’s about choosing on purpose—so you can move forward with confidence, not second-guessing. What fundamentally changed—and why “uncertain markets” feel louder than ever When we talked about what’s changed heading into 2026, Bruce laid out the big forces that are shaping the environment families are making decisions inside of: 1) Information moves instantly—and it affects how you use your money The world feels smaller because it is smaller. A person in the Caribbean can follow the same investing narrative as someone in Texas. Advice travels fast. That can be helpful. It can also be harmful—because it creates noise, urgency, and “trend pressure.” If you’re constantly being told the newest move, the newest hack, the newest asset class… your financial decisions can become reactive instead of strategic. 2) The 24-hour news cycle magnifies fear—and shrinks your time horizon Here’s a hard truth: fear makes people short-term. When headlines feel nonstop, people assume they need to do something right now. But families build wealth through disciplined, long-range thinking—especially when markets are volatile. 3) AI disruption adds both opportunity and anxiety AI is not the first major innovation wave (we’ve seen this with cars, the internet, tech booms). But it’s moving faster. Some companies will soar. Some will crash. Some industries will be disrupted. New industries will emerge. That uncertainty pushes people toward emotional decision-making. 4) Cryptocurrency continues to create both opportunity and harm Crypto is still sorting itself out. Some parts thrive, others die. Governments are still deciding how they’ll regulate and respond. That uncertainty can create both speculation and fear—and those are not the foundations of a stable family wealth plan. 5) Debt levels are enormous—and debt quietly reduces control of capital Debt is more than a number. It changes who controls your future cash flow. Bruce said it plainly: when you’re in debt, you’re not controlling capital—capital is flowing away from you. And when you combine high debt with volatility, it can create pressure-cooker decision-making. Why the typical accumulation model fails families in uncertain markets Most modern financial planning is built on a familiar script: Work and accumulate assets Grow net worth Retire Live on portfolio growth without touching principal That model depends on one assumption: that your assets will grow smoothly enough, at the right time, to support your lifestyle. But in uncertain markets, families don’t just face market risk. They face timing risk. Sequence of returns risk: why averages don’t protect your retirement Bruce explained this in a way that cuts through the noise: averages don’t matter if timing is wrong. Two portfolios can have the same “average return” over 20 years—but if one experiences losses early (when you’re withdrawing income), the outcome can be dramatically worse. That’s why “the market averages 10%” is not a strategy. It’s a soundbite. A real strategy considers: when you need income how much liquidity you have what happens if markets drop early whether your plan depends on selling assets in a down year If your plan requires everything to go “mostly right” in the early years of retirement, you don’t have a plan—you have a hope. Financial strategy for families in uncertain markets: control of capital is the core principle When we stripped the conversation down to the essentials, we kept coming back to one word: Control. Control doesn’t mean you can control the market. It means you can control your position. And your position is what determines your options. When you control capital, you have money you can access and direct: for emergencies for opportunity for strategic investing for business pivots for family needs for tax planning decisions for downturns without panic This is why we talk so much about control of capital. It’s not a buzzword. It’s a survival advantage—and a growth advantage. Cash flow planning and the liquidity strategy every family needs in 2026 and beyond Let’s make this practical. When volatility increases, you need a plan that doesn’t force you to liquidate investments at the wrong time. That requires a liquidity buffer. How to build liquidity for market volatility Liquidity isn’t just “cash in a checking account.” Liquidity is access. It’s the ability to move without penalties, delays, or begging for approval. A strong liquidity strategy (liquidity buffer) does two things: It keeps you stable in crisis It keeps you ready in opportunity Bruce said it perfectly: opportunities find cash. And here’s the funny thing—when you have liquidity, you start noticing opportunities you wou

    52 min
  4. FEB 2

    Preserving Generational Wealth With Josh Kanter of Leaf Planner: The Missing Piece Isn’t Paperwork

    The Questions No One Can Answer After Dad Dies A man spends his life building a sophisticated estate plan—brilliant strategies, impeccable legal work, a network of trusted advisors, and layers upon layers of entities. His son is a lawyer. He even gets 18 months to prepare before his father passes. https://www.youtube.com/live/hCA_R52ZyrQ And yet, within days of his death, people start asking questions he can’t answer. That story belongs to Josh Kanter, founder of Leaf Planner—and it’s exactly why Bruce and I wanted to bring him to The Money Advantage Podcast. Because if a prepared, trained, deeply involved son can still feel “in the dark,” what does that mean for the rest of the family? That’s where preserving generational wealth gets real. The Questions No One Can Answer After Dad DiesWhy Preserving Generational Wealth Requires More Than PaperworkPreserving generational wealth starts with the real erosion riskPreserving generational wealth means planning is dynamic, not a “final destination”Family governance and family wealth communication are the foundationHow to prevent generational wealth erosion with a “transparency continuum”How to talk to your kids about family wealth without creating entitlementWhat is a family office and do I need oneLeaf Planner: a family office portal built for real life, not just deathHow to organize estate planning documents for heirs without losing the storyPreserving generational wealth requires planning for advisor transitions tooA practical checklist for wealth transfer communicationPreserving generational wealth begins hereThe Real Way to Preserve Generational WealthListen to the Full Episode With Josh Kanter (Leaf Planner)Book A Strategy CallFAQ How do you prevent generational wealth erosion?When should you tell your kids your net worth?What is a family office and do I need one?How do you organize estate planning documents for heirs?How do you talk to your kids about family wealth?What is Leaf Planner? Why Preserving Generational Wealth Requires More Than Paperwork In this blog (and podcast), we’re talking about preserving generational wealth in a way most families never hear about. Not just the legal structures. Not just the investments. Not just the “where are the documents?” We’re talking about the part that causes the most damage when it’s missing: communication, context, and continuity. You’ll walk away with: A practical view of why family wealth communication matters as much as financial strategy A healthier way to think about transparency with kids (hint: it’s not “tell them everything” or “tell them nothing”) A simple framework for preventing generational wealth erosion A clear explanation of what Leaf Planner is and why it’s different from a spreadsheet or document vault And yes—if preserving generational wealth is your goal, you’ll see why the “why” behind your plan may be the most valuable asset you pass down. Preserving generational wealth starts with the real erosion risk Bruce said something on the show that cuts straight to the heart of the issue: If you’re going to have generational wealth, you have to make sure there’s no erosion to that wealth. Most people assume erosion is mainly taxes, market losses, or poor returns. Those matter. But what surprises families is how often the real erosion comes from people—especially family members—who don’t have shared understanding, shared language, and shared purpose. You can have the best legal instruments in the world and still lose your family unity. Josh’s experience in the family office world (and inside his own multi-branch family) reinforced this: documents alone don’t preserve families. And if the family fractures, the wealth typically follows. That’s why preserving generational wealth is never only financial—it’s relational. Preserving generational wealth means planning is dynamic, not a “final destination” Bruce also brought up another critical point: families often treat planning like you “arrive.” But wealth planning isn’t a one-and-done event. It’s a living system. Your assets change.Your family changes.Your kids grow up.Advisors retire.Health shifts.Life happens. Preserving generational wealth requires ongoing communication—especially before crisis hits—so your family has the muscle memory to navigate pressure without panic. Josh shared a line that stuck with me: don’t make decisions at dusk—when you think you can see, but you can’t. That’s what crisis does. It blurs judgment. So the goal is to practice communication in times of calm—so your family can function in times of stress. Family governance and family wealth communication are the foundation When Bruce asked Josh to boil it down—what’s the one thing families must cover to avoid erosion—Josh answered with something many people don’t expect: Communication. And not just “let’s have a meeting.” He was talking about family wealth communication that includes: Values Shared purpose Decision-making norms Conflict navigation Role clarity (who is speaking as parent vs co-owner vs trustee vs sibling) He told a story from Jay Hughes about “switching hats.” In one moment, you might be the boss. In another, you’re dad. Families get in trouble when they don’t know which role is driving the conversation. That’s family governance in practice—how a family makes decisions together, especially when money and relationships overlap. If you want to preserve wealth across generations, you can’t ignore how your family communicates. Because the biggest “risk” isn’t the market. It’s misunderstanding that turns into resentment. It’s silence that turns into assumptions. It’s a lack of clarity that turns into conflict. How to prevent generational wealth erosion with a “transparency continuum” One of the most helpful concepts Josh shared was what he called a transparency continuum. Most parents ask, “When should we tell the kids what the balance sheet is?” As if transparency is a binary choice: Show everything Show nothing Josh pushed back: transparency isn’t binary. It’s a continuum. Here’s what that means in real life: You can teach values before numbers.You can teach decision-making before net worth.You can teach stewardship before statements. And when families do that, the “numbers conversation” becomes far less emotionally charged—because the kids already understand the principles. I loved this because it connects so closely with what we teach: you don’t start with a trust. You start with meaning. If your kids don’t know why your family does what it does, a pile of assets will never feel like a blessing. It will feel like confusion—or worse, a weapon. How to talk to your kids about family wealth without creating entitlement This is where preserving generational wealth becomes deeply practical. Josh shared a personal example: he and his wife make significant annual gifts to their kids (in their 20s), and he has zero hesitation that they’ll handle it wisely. Why? Because they’ve been having these conversations for years. That’s the entire point of the transparency continuum: you prepare long before you transfer. If you want your kids to steward wealth well, start by inviting them into responsibility early: household contribution work ethic saving generosity delayed gratification clear expectations Then, over time, you build their capacity for larger stewardship. What is a family office and do I need one Josh offered a definition that’s refreshing and accessible: if you have wealth that could become multi-generational, you’re functioning like a family office—at some level—because coordination matters. Most families don’t need a traditional single-family office. But many families do need a family office model: Someone coordinating the moving pieces A system to organize documents, accounts, entities, advisors, and responsibilities A way to reduce dependency on “the hub” person who knows everything Because here’s what Josh saw after his father died: Information was either everywhere or nowhere. That’s what happens when everything lives in one person’s brain, one email inbox, one file cabinet, one assistant, one advisor relationship. And that’s exactly where preserving generational wealth becomes fragile. Leaf Planner: a family office portal built for real life, not just death At this point in the conversation, I asked Josh to explain Leaf Planner—because many families have heard of tools that store documents or list accounts. He acknowledged those tools and even named examples like spreadsheets, Box/Dropbox/Drive, and other organizers. But he explained what Leaf Planner aims to do differently: Not just store information—map it. Leaf Planner is designed like a living “mind map” of a family’s world: entities trusts assets advisors insurance properties responsibilities tasks stories the “why” behind decisions It answers questions families don’t realize they’ll have until they’re in the moment: Why did mom pick Bruce as trustee? Why is Rachel the trust protector? Where is the fine art insurance? Which auction house relationship matters if we sell? Which advisor touches which decision? What happens if the 80-year-old lawyer retires? This is the difference between a document vault and a family office portal. A vault says, “Here are the documents.” A portal says, “Here is how the whole system connects—and why.” How to organize estate planning documents for heirs without losing the story Josh shared something that matters

    58 min
  5. JAN 26

    Will AI Replace Financial Advisors? Why Wisdom Still Wins in Real Life Money Decisions

    The Moment “Confident” Sounds Like “Certain” A few weeks ago, we found ourselves talking about how quickly AI is moving. It’s not just that it can answer questions fast—it’s that it can sound certain while doing it. https://www.youtube.com/live/mWd2QqPzFWA And when you’re staring at a big money decision—debt, investing, taxes, retirement—certainty feels like relief. It feels like clarity. But after thousands of conversations with real families, we’ve learned something that never changes: people don’t just need answers. They need judgment. They need wisdom. They need someone who can hear what’s not being said and help them make decisions they can live with. So we’re tackling the question head-on: Will AI replace financial advisors? The Moment “Confident” Sounds Like “Certain”The Promise and the Limits of an AI Financial AdvisorWill AI Replace Financial Advisors? Start With the Real Problem: Information Overload, Wisdom ShortageAI Financial Planning Tools Can Help You Find Information Fast—but Speed Isn’t the Same as StewardshipAI Financial Advisor vs Human Financial Advisor: What AI Does Well (And Why That’s a Gift)What AI Can and Can’t Do in Financial Advice: AI Excels at Technical Speed and StructureHow to Use AI With a Financial Advisor: Let AI Raise Your Questions, Not Replace Your CounselChatGPT Financial Advice and the Biggest Risk: It Doesn’t Know What’s True—It Knows What’s RepeatedCan You Trust AI for Financial Advice? A Simple FrameworkRobo-advisor vs Financial Advisor: Why Optimization Isn’t the Same as GuidanceAI and Behavioral Finance Coaching: The Moment Emotion Enters, the Math Isn’t EnoughRoth Conversions and the Problem With “Perfect Math”: You Have to Know the Future (And You Don’t)AI in Wealth Management Helps With Modeling—but It Can’t Carry the Weight of Your MortalityPrivacy Risks Sharing Financial Data With AI: A Practical BoundaryThe Bottom Line: AI Can Enhance Wisdom, But It Cannot Replace ItWill AI Replace Financial Advisors? The Better Question Is: Who’s Leading?Use the Tool, Don’t Hand Over the WheelListen to the Full Episode on “Will AI Replace Financial Advisors?”Book A Strategy CallFAQWill AI replace financial advisors?Is an AI financial advisor trustworthy?What is the difference between a robo-advisor vs financial advisor?Can you trust ChatGPT financial advice?What are the biggest privacy risks sharing financial data with AI?How do I use AI in financial planning without making mistakes?What AI can and can’t do in financial advice?How to use AI with a financial advisor? The Promise and the Limits of an AI Financial Advisor If you’ve been asking, “Will AI replace financial advisors?” you’re not alone. With ChatGPT and other tools now in everyone’s pocket, it’s natural to wonder if you can depend on technology to do what an advisor does—maybe even better than a human. In this blog, you’ll walk away with: A clear view of what an AI financial advisor can do well today The limits of ChatGPT financial advice (and why it matters) The real difference in AI vs human financial advisor—and why it isn’t mostly about math How to use AI in financial planning without outsourcing your responsibility A simple framework for letting AI serve your decisions—not lead them We’re not here to hype AI or fear it. We’re here to help you use it wisely—so you stay in control of your financial life. Will AI Replace Financial Advisors? Start With the Real Problem: Information Overload, Wisdom Shortage We live in a world drowning in information. You can Google anything. You can ask ChatGPT anything. You can get 1,500 opinions in five minutes—especially about money. But access to information isn’t the same as knowing what to do. That’s why this conversation matters: we don’t just have an information problem. We have a wisdom problem. You can search “how to invest” or “how to pay off debt” and get answers that sound smart—but those answers don’t actually understand your life, your goals, your emotions, your discipline level, your blind spots, your family responsibilities, or your values. People don’t get stuck because they can’t find an answer. They get stuck because they can’t tell which answer is true, which answer is opinion, and which answer applies to their reality. This is the first reason the “AI will replace advisors” narrative falls short. AI can multiply information. But it cannot automatically create wisdom inside you. AI Financial Planning Tools Can Help You Find Information Fast—but Speed Isn’t the Same as Stewardship AI in the financial world isn’t brand new. The industry has used advanced modeling tools for years—Monte Carlo simulations, tax planning software, retirement projections, portfolio analytics. What’s changed is how accessible and conversational it’s become. Now you can ask an AI tool a question like you’d ask a person. That’s powerful. But it also creates a temptation: treating the tool like a decision-maker instead of a tool. And that’s where people can get harmed—not because AI is “evil,” but because it’s easy to transfer your trust to something that sounds confident. AI Financial Advisor vs Human Financial Advisor: What AI Does Well (And Why That’s a Gift) Let’s say this plainly: AI can be a good tool. Used well, it can help you become more prepared, more organized, and more proactive. Here are practical ways AI in financial planning is already genuinely helpful. What AI Can and Can’t Do in Financial Advice: AI Excels at Technical Speed and Structure AI is excellent at gathering technical information quickly and helping you manipulate scenarios. Instead of building spreadsheets, calculators, and formulas from scratch, you can get a structured outline in minutes. It can help you: Summarize concepts in plain language Compare strategies side-by-side Generate checklists and planning questions Turn notes into a presentation Create “what if” scenario prompts That can help you see possibilities faster. But seeing possibilities is not the same as choosing wisely. How to Use AI With a Financial Advisor: Let AI Raise Your Questions, Not Replace Your Counsel One of the best uses of AI is preparation. You can ask it: “What questions should I ask my advisor about retirement?” “What are common blind spots in tax planning?” “What are the tradeoffs of paying off debt versus investing?” “What does it mean to reduce drawdown?” Then you bring those questions to a real conversation with a professional who understands context. Used this way, AI can help you show up better. That’s very different than AI taking over. ChatGPT Financial Advice and the Biggest Risk: It Doesn’t Know What’s True—It Knows What’s Repeated One thing we’ve noticed quickly: AI tools learn from what’s out there on the internet, and they don’t always know what is true versus what is simply popular. Sometimes things look like “truth” because they’re repeated endlessly. That matters in money decisions, because repetition isn’t accuracy—and it’s definitely not wisdom. So if you’re asking, “Can you trust AI for financial advice?” the answer depends on how you use it. Can You Trust AI for Financial Advice? A Simple Framework Here’s a practical way to think about trust: Trust AI to organize information. Trust AI to help you generate questions. Don’t trust AI to carry your responsibility. Don’t trust AI to know your full story—your fears, habits, values, and family dynamics. AI can be a strong assistant. It’s not a wise authority. Robo-advisor vs Financial Advisor: Why Optimization Isn’t the Same as Guidance Robo-advisors have been around for years. They can be helpful for automating portfolio allocation and rebalancing. But the question isn’t whether robo-advisor vs financial advisor is better in theory. The question is: what do you actually need? Most people don’t struggle because they lack a portfolio. They struggle because when real life hits—fear, uncertainty, loss, family conflict—they stop making consistent decisions. Money decisions are never just math decisions. They’re human decisions. And real guidance isn’t just optimization. It’s interpretation, coaching, and sometimes even protection from your own impulse. AI and Behavioral Finance Coaching: The Moment Emotion Enters, the Math Isn’t Enough A perfect example came up in our conversation. Someone left an advisor because they felt dismissed emotionally. The message they kept hearing was, “Don’t worry.” But they were worried. So the plan was adjusted to minimize drawdown—the goal was reducing the size of losses during downturns. That created more peace. Then the market rose strongly, and the question became: “Why am I not up as much as the S&P 500?” That’s a human moment. It’s normal. It also reveals the deeper truth: we often want safety and maximum upside at the same time. An AI tool can explain that tradeoff intellectually. But the real work is helping a person reconnect their decisions to their values and expectations—and then stay consistent under stress. That’s where AI vs human financial advisor becomes obvious. The issue isn’t intelligence. The issue is integration. Roth Conversions and the Problem With “Perfect Math”: You Have to Know the Future (And You Don’t) Roth conversions are a great example of why financial decisions can’t be reduced to formulas. Whether a Roth conversion is “best” depends on factors like: Future tax rates Your income path Your withdrawal timing And how long you’ll live Many financial models require assumptions about

    35 min
  6. JAN 19

    How to Avoid Estate Tax Legally: The Planning Moves That Protect Your Family’s Legacy

    The “Billion-Dollar Asset” That Still Had to Be Sold A story Bruce shares in our retirement class teaching always stops people in their tracks. A family inherited an NFL team worth just under a billion dollars. The asset was valuable. The legacy was real. But the planning wasn’t there. When estate taxes came due, the heirs didn’t have the liquidity to pay the bill. And because the wealth was tied up in an illiquid asset, they had to sell the team. https://www.youtube.com/live/6lCgo4y3LYs Most families will never own an NFL franchise. But plenty of families do own a business, a portfolio of real estate, land that’s been in the family for generations, or investments that look substantial on paper but aren’t easy to convert into cash quickly. And that’s where this topic becomes personal: if you don’t plan ahead, your family may be forced into decisions you never intended—simply to satisfy a tax obligation. This is why we’re talking about how to avoid estate tax legally—so your wealth can serve your heirs and your purpose, not become a burden or a fire sale. The “Billion-Dollar Asset” That Still Had to Be SoldWhat You’ll Learn About How to Avoid Estate Tax LegallyThe Practical Building Blocks of Estate Tax PlanningEstate Tax vs Inheritance Tax Difference: Start With the Right DefinitionsFederal Estate Tax Exemption 2026 and Why the Rules Don’t Stay PutEstate Tax Exemption 2025 vs 2026: Timing MattersEstate Tax Rate 40 Percent: The “One-Time Loss” That Creates Long-Term DamageWhy Do Estate Tax Planning Strategies Matter Even If You’re Under the Exemption Today?Estate Planning for Married Couples vs Surviving Spouse: The Quiet ShiftHow to Avoid Estate Tax Legally With Annual GiftingDo I Have to Report Gifts Under 19,000?When Do You Have to File Form 709 Gift Tax Return?Lifetime Gift Tax Exemption 2026: Larger Gifts and Long-Term TrackingGiving With Warm Hands: Why Legacy Planning Is Bigger Than Tax PlanningEstate Liquidity Planning: What Happens if an Estate Is Mostly Real Estate and Taxes Are Due?How Can Life Insurance Provide Liquidity for Estate Taxes?Irrevocable Trust Estate Planning StrategiesHow to Avoid Estate Tax Legally: Life Insurance for Banking vs Life Insurance for Estate Tax529 Plan Superfunding: Gifting to Reduce Estate Size (and the Control Question)The Most Important Takeaway on How to Avoid Estate Tax LegallyListen to the Full Episode on How to Avoid Estate Tax LegallyBook A Strategy CallFAQWhat is the difference between estate tax and inheritance tax?How does the estate tax exemption work?Should I do estate tax planning if I’m under the exemption today?What is the annual gift tax exclusion?Do I have to report gifts under the gift tax exclusion?When do you have to file Form 709?What happens if an estate is mostly real estate and taxes are due?How can life insurance provide liquidity for estate taxes?Which states have estate or inheritance taxes? What You’ll Learn About How to Avoid Estate Tax Legally If you’ve ever wondered, “Will my legacy go to my family…or to the IRS?” you’re asking the right question. In this blog, we’re going to walk you through the core ideas from our podcast episode on estate and inheritance taxes—what they are, how exemptions work, why the rules change, and what families can do now to protect generational wealth. You’ll learn: The estate tax vs inheritance tax difference (and why it matters) How the federal estate tax exemption 2026 conversation impacts planning today Why a married couple’s plan can change dramatically when one spouse dies How annual gifting works (and why people confuse it) When Form 709 may come into play Why estate liquidity planning can be the difference between preserving an asset and losing it How life insurance and trusts are commonly used to create options and control Quick note: we’re not attorneys. We sit in these meetings with attorneys. We collaborate with estate planning professionals constantly. Our goal is to give you a clear framework so you can make wise decisions and ask better questions with your CPA and attorney. The Practical Building Blocks of Estate Tax Planning Estate Tax vs Inheritance Tax Difference: Start With the Right Definitions One of the biggest sources of confusion we see is people using “estate tax” and “inheritance tax” like they’re interchangeable. They’re not. Here’s the simple distinction: Estate taxes are settled by the estate. The money comes out of the estate before everything is fully distributed. Inheritance taxes are settled by the beneficiaries. The tax bill is tied to what they receive. There’s also the state-level reality: not every state has inheritance tax, and state estate taxes can be entirely different from federal rules. That’s why one of the first questions we encourage families to answer is: “Which taxes apply in my state, and which apply federally?” When you get the definitions right, you avoid planning in the wrong direction. Federal Estate Tax Exemption 2026 and Why the Rules Don’t Stay Put When we recorded this episode, we were in December 2025, and Congress had just changed a tax bill that was expected to sunset at the start of 2026. That shift is a perfect example of why families can’t build a legacy plan on the assumption that today’s rules will remain tomorrow’s rules. Here’s what matters more than any single number: tax law can change quickly, and thresholds can move. That’s why planning is less about guessing the future and more about building a structure that is resilient no matter what Congress does next. Estate Tax Exemption 2025 vs 2026: Timing Matters A detail that surprises many families is that timing can change what exemption applies. If someone passes away in one year, that year’s rules apply. If they pass away the next year, the next year’s exemption applies. We don’t control the timing of life. But we can control the readiness of our plan. Estate Tax Rate 40 Percent: The “One-Time Loss” That Creates Long-Term Damage A federal estate tax hit can be significant. In our conversation, we referenced how quickly the dollars add up when large estates exceed the exemption threshold. But the bigger point we want you to see is this: It’s not just the dollars paid in tax once. It’s the generational opportunity cost of losing that capital. When your family loses money to unnecessary taxes, your family also loses what that money could have produced across decades: businesses that could have been started real estate acquisitions that could have created cash flow education and training that could have expanded a child’s capacity family philanthropy that could have multiplied impact economic stability that could have protected future generations Bruce tells clients: when the money is gone, you can’t make money on that money anymore. That’s not just a financial statement. It’s a legacy statement. Why Do Estate Tax Planning Strategies Matter Even If You’re Under the Exemption Today? This is where most families get lulled to sleep. They see a high exemption and think, “We don’t need to worry about estate taxes.” Two realities can make that assumption dangerous: Exemptions can change Your plan changes when one spouse dies Estate Planning for Married Couples vs Surviving Spouse: The Quiet Shift Even if you don’t consider yourself “ultra-wealthy,” your planning needs to account for the fact that most couples will not pass away at the same time. A couple may look comfortably under a combined exemption threshold—then one spouse dies and the surviving spouse’s position changes. Planning that felt safe becomes exposed. We see this across many areas of tax planning, not just estate taxes. The financial world often treats “married” and “single” very differently. That’s why it’s so important to build your plan while you still have options, flexibility, and time. How to Avoid Estate Tax Legally With Annual Gifting One of the simplest tools families can use is consistent, intentional gifting. In our episode, we talked about an annual gifting amount of $19,000 per person, per recipient, per year. The specific number can change over time, so always confirm the current annual exclusion with your CPA. But the concept is what matters. Here’s why annual gifting is so powerful: It reduces the size of your estate over time It can move assets into the next generation in a planned way It can be used to build capability, not entitlement—if you pair it with purpose and guidance Do I Have to Report Gifts Under 19,000? In many situations, gifts under the annual exclusion amount don’t require filing a gift tax return. That’s why families like it: it’s simple and consistent. Where it gets complicated is when you go above the annual threshold. When Do You Have to File Form 709 Gift Tax Return? If you exceed the annual exclusion amount, you may need to file a gift tax return (often IRS Form 709). Filing doesn’t necessarily mean you owe tax immediately. It can mean the gift is tracked against lifetime gifting limits. Your CPA is the right person to guide you on the reporting mechanics for your situation. The takeaway: gifting can be one of the cleanest ways to reduce your estate—especially when you do it proactively and consistently. Lifetime Gift Tax Exemption 2026: Larger Gifts and Long-Term Tracking Beyond annual gifting, there is typically a lifetime gifting framework that tracks larger transfers. This is where families often say, “I’m confused,” and they’re not alone. The important part isn’t memorizing every detail—it’s understanding the two-tier structure: annual gifting can be simple and repeatable larger gifts may req

    38 min
  7. JAN 12

    Financial Planning Mistakes: The Most Risky Moves Aren’t What You Think

    Bruce said something on the show that stuck with me because it’s so honest: Everyone thinks they’re an aggressive investor… until they lose money. And it’s true. Most people don’t even realize the biggest financial planning mistakes they’re making until the moment something “unexpected” happens: a market drop, a job change, a medical curveball, an opportunity they can’t jump on because their money is locked away. https://www.youtube.com/live/wp4PzmsvzFQ Bruce also joked that when people go to casinos, nobody ever admits they lost. They either “won” or “broke even.” But those crystal chandeliers weren’t paid for by winners. That’s exactly what happens in real life with money. In the good years, we feel smart. In the up markets, we feel confident. And when everyone around us is sharing their “wins,” it’s easy to believe the biggest risk is simply not being invested enough. But then the market drops. A business hits a slow season. A medical issue shows up. Interest rates shift. Taxes rise. Or the opportunity you’ve been praying for appears—and your cash is locked up, waiting on someone else’s permission. That’s what today’s conversation is about: the sneaky, everyday financial planning mistakes that create real risk—often more than the stock market ever will. What Most Financial Planning Mistakes Really Look LikeFinancial Planning Mistakes Start With Misunderstanding “Risk”Risk tolerance vs risk capacity (and why it matters)Financial Planning Mistakes: Chasing Returns vs Long-Term Financial SecurityThe hidden cost of FOMOThe Safety, Liquidity, and Growth FrameworkHow to balance safety, liquidity, and growth in a portfolioLiquidity Risk in Financial Planning: Locking Money Away Without Realizing ItFinancial Planning Mistakes: Outsourcing Control and Financial Thinking1) Relying on assumptions instead of strategy2) Giving up access and permissionRetirement Planning Mistakes: Why the “Way Down the Mountain” Is HarderWhat is sequence of returns risk in retirement?How to reduce sequence of returns riskTax Risk: Required Minimum Distributions and the Inherited IRA 10-Year RuleRequired minimum distributions tax planningInherited IRA 10-year rule taxes (SECURE Act)How to Minimize Risk: Whole Life Insurance Cash Value - Liquidityand Legacy ProtectionWhole life insurance as a volatility bufferA personal note on why this mattersWhat to Remember and What to Do NextListen to the Full Episode on Financial Planning MistakesFAQWhat are the most common financial planning mistakes?What is sequence of returns risk in retirement?How do you define risk tolerance vs risk capacity?Why is liquidity important in financial planning?How do required minimum distributions create tax risk?How does the inherited IRA 10-year rule affect heirs?Can whole life insurance reduce portfolio risk? What Most Financial Planning Mistakes Really Look Like When most people hear the word “risk,” they immediately think of market volatility. The stock market goes up and down. Inflation eats purchasing power. Taxes change. Interest rates rise. Those are real risks. But they’re not the only risks—and for many families, they’re not even the biggest ones. Some of the most risky moves in financial planning are the ones that feel “normal”: Chasing returns because you don’t want to miss out Locking money away without liquidity Relying on assumptions instead of strategy Outsourcing too much control and decision-making Ignoring tax risk until required minimum distributions force your hand Building retirement plans without accounting for sequence of returns risk This post is designed to help you identify the financial planning mistakes that quietly erode your financial strength. You’ll also learn a simple framework—safety, liquidity, and growth—that makes decisions clearer, and helps you reduce risk in ways most financial conversations never touch. If you want more control, more flexibility, and more confidence in your future, this is for you. Financial Planning Mistakes Start With Misunderstanding “Risk” Risk is a subjective word. What feels risky to you might feel normal to your friend, your neighbor, or even your spouse. People in the same family can interpret “risk” in completely different ways. That’s why generic risk questionnaires often miss the point. They may score your “risk tolerance,” but they can’t fully capture how you’ll actually respond when real money is on the line and emotions show up. One of the clearest ways to surface what risk truly means to you is to compare two types of risk most people don’t realize they carry: The risk of losing money (or seeing your account value drop) The risk of missing upside (watching the market rise while your portfolio lags) Here’s a simple question that cuts through the noise: If the stock market goes up 20% and you only go up 5%, does that make you feel worse than if the market goes down 20% and you go down 20%—but you could have only gone down 5%? Both matter. Both affect behavior. Both can lead to costly decisions—especially if your plan was built without understanding which kind of risk you actually can live with. Risk tolerance vs risk capacity (and why it matters) Another layer that’s often overlooked is the difference between risk tolerance and risk capacity. Risk tolerance is emotional. It’s how you feel. Risk capacity is structural. It’s whether you can absorb a financial hit without changing your life, your timeline, or your goals. Someone might feel “aggressive” in theory—but if they can’t open their investment statements during a downturn, that’s a signal. If a portfolio drop would force them to delay retirement, sell assets at the wrong time, or sacrifice lifestyle essentials, that’s a signal too. Many financial planning mistakes happen when confidence is treated as a plan. Financial Planning Mistakes: Chasing Returns vs Long-Term Financial Security One of the most common risky financial planning moves is chasing returns without thinking through the cost of the downside. It’s easy to get pulled into what looks like success—especially when you’re only seeing the highlight reel. People talk about the big win: The stock that exploded The crypto run The rental property that doubled The syndication that paid great returns for a few years What you don’t hear as often is the full story: the losses, the near-misses, the stress, the deals that didn’t work, the years where returns were negative, or the moment one major downturn wiped out a decade of progress. There’s also a common belief that causes people to justify risky moves: “More risk means higher returns.” That’s not what higher risk means. Higher risk means higher potential for loss. Sometimes you win big. Sometimes you lose big. And it only takes one major loss to erase years of steady gains. This is why chasing returns vs long-term financial security is such an important conversation. The goal isn’t to catch every upside. The goal is to build a system that lets you keep moving forward—regardless of what the economy does. The hidden cost of FOMO Fear of missing out isn’t just emotional—it changes behavior. It can push you to: Abandon a sound plan for a trendy one Overconcentrate in one asset class Take on leverage you wouldn’t normally take Move money too quickly without understanding what you’re buying FOMO convinces you that the risk is “not being in.” But sometimes the real risk is being in something you don’t understand, can’t control, and can’t exit cleanly. The Safety, Liquidity, and Growth Framework There are three primary attributes that matter in every financial decision: Safety Liquidity Growth Most people have been taught to focus almost exclusively on growth. That’s why financial planning mistakes are so common—because growth is only one part of the equation. You generally can’t maximize all three attributes in one place. Each asset carries trade-offs. That doesn’t mean you avoid growth. It means you assign each bucket of money a purpose—and then choose the asset that does that job best. How to balance safety, liquidity, and growth in a portfolio A better question than “What’s the best investment?” is: What is this money supposed to do? Different dollars have different jobs. Some dollars are meant to be stable and accessible (emergency reserves, opportunity funds, tax buffers). Some dollars can take on long-term growth risk (true long-term capital). Some dollars are meant to create income, serve as a legacy tool, or act as a stability anchor. When every dollar is forced into a growth-only mindset, families create unnecessary vulnerability. Liquidity Risk in Financial Planning: Locking Money Away Without Realizing It Liquidity risk is one of the most underestimated financial planning mistakes. It shows up when you can’t access your money without: penalties approvals delays forced timing market losses gatekeepers It might be your money, but it isn’t in your control. This can happen in many places: retirement accounts with early withdrawal penalties strategies that require “qualifying” to access cash equity trapped in assets that can’t be sold quickly products that take months (or longer) to unwind investments that require perfect conditions to exit A real example: someone retiring from a school system is offered a pension decision—take a higher monthly payment, or reduce it to take a lump sum. The lump sum sounds like “freedom,” but if it must be rolled to an IRA and the person is under 59½, access is restricted without penalty. That’s a liquidity problem. And it

    52 min
  8. JAN 5

    Cash Flow vs Accumulation: How to Build Multigenerational Wealth

    A Hospital Room Reminder About What Really Matters When Bruce recorded this episode, I was in the hospital. He carried the podcast solo while I was headed into yet another surgery connected to pregnancy complications—a storyline some of you know has been part of our family’s journey for years. https://www.youtube.com/live/Fbq412_k_mU That day was a harsh reminder: life is fragile, the future is never guaranteed, and your family’s financial stability cannot depend on “hoping it all works out.” It has to be built on purpose. And that’s exactly what cash flow vs accumulation is really about: not numbers on a statement, but whether the people you love will be equipped, protected, and provided for—no matter what happens to you. A Hospital Room Reminder About What Really MattersWhy Cash Flow vs Accumulation Matters More Than a NumberWhy Cash Flow vs Accumulation: How to Build Multigenerational Wealth Matters NowWhat Is the Difference Between Cash Flow and Accumulation Investing?How to Shift from Accumulation to Cash Flow in Personal FinanceHow to Manage Cash Flow Like a Business in Your Personal FinancesHow to Create a Personal Cash Flow Strategy That Supports Your LifeCash Flow vs Accumulation: How to Build Multigenerational Wealth in PracticeBest Cash Flowing Assets for Families and Business OwnersShould You Use a HELOC to Fund Life Insurance Premiums and Cash Flow Investments?From a Pile of Money to a Living Financial SystemGo Deeper With the Full Cash Flow vs Accumulation EpisodeFAQ – Cash Flow vs Accumulation and Multigenerational WealthWhat is the difference between cash flow and accumulation investing?How can I shift from accumulation to cash flow in my personal finances?How do I create a personal cash flow strategy that supports my lifestyle?What are the best cash flowing assets for families and business owners?How can focusing on cash flow vs accumulation help build multigenerational wealth? Why Cash Flow vs Accumulation Matters More Than a Number Most financial conversations revolve around a number. “How much do I need to retire?”“What should my net worth be at this age?”“What’s my freedom number?” Those questions all assume one thing: that a bigger pile of assets automatically equals security. But it doesn’t. A big balance that doesn’t produce reliable cash flow can disappear quickly. You start selling assets, paying taxes, and hoping the market cooperates. That’s not peace of mind. That’s pressure. In this article, I want to walk you through a different way of thinking: cash flow vs accumulation and how to build multigenerational wealth with a system instead of a guess. You’ll see: What is the difference between cash flow and accumulation investing in real life How to shift from accumulation to cash flow in your personal finances How to manage cash flow like a business in your personal economy The role of cash flowing assets, Infinite Banking, and trusts in building multigenerational wealth How Secure Act 2.0 and current tax rules affect inherited accounts and cash flow My goal is not to make you feel behind, but to help you feel equipped. You can design a personal cash flow strategy that supports your lifestyle now and continues to bless your family long after you’re gone. Why Cash Flow vs Accumulation: How to Build Multigenerational Wealth Matters Now At the simplest level, accumulation is about growing a balance; cash flow is about growing an income stream. Most people are taught the accumulation mindset from day one. Work hard, spend less than you make, and stash the difference in a 401(k), IRA, or brokerage account. You watch the balance grow over time and hope it’s enough. Cash flow asks a different set of questions. Instead of “How much do I have?” it asks, “What is this money doing? How much sustainable income does it produce? How easily can my family access it? And how long will it last?” Accumulation is about mass; cash flow is about motion. Mass can look impressive on paper. Motion is what pays the bills, funds opportunities, and supports your heirs without forcing them to sell assets at the worst possible time. When you start thinking this way, your focus shifts from chasing the biggest number to designing the strongest system. What Is the Difference Between Cash Flow and Accumulation Investing? Let’s make this practical. Accumulation investing looks like this: your paycheck comes in, your bills go out, and whatever is left—if anything—gets swept into a savings account, retirement plan, or investment account. You might reinvest dividends automatically, but you’re mostly watching the line go up and down on a graph and hoping the long-term trend is favorable. Cash flow investing is more intentional. You still earn income, still pay expenses, but you do one crucial thing differently: you give that surplus a job. Instead of leaving it to drift, you send it into assets that are designed to pay you on a regular basis. That might be a rental property, a share in a business, a private lending fund, a dividend-paying stock portfolio, or a policy loan strategy built on whole life insurance. The key is that these assets put money back into your personal economy as a dependable stream, not just a fluctuating account value. Accumulation is “I hope this is enough someday.”Cash flow is “I know what this produces every month, and I can plan around it.” How to Shift from Accumulation to Cash Flow in Personal Finance The shift doesn’t happen with one dramatic move; it happens through a series of decisions. The first step is awareness. You need to see your personal economy the way a CFO sees a business. That means tracking not just your balance, but your flow. How much truly comes in? Where exactly does it go? What is the consistent surplus? Once you know the surplus, you can stop letting it evaporate. This is where Bruce’s idea of a Wealth Coordination Account becomes powerful. Instead of leaving extra money in the same checking account that pays your groceries and subscriptions, you move it to a separate, dedicated account. That account becomes the home base for your cash flow strategy. It’s where you hold cash temporarily while you decide: do we pay down a debt that’s draining us? Do we fund a life insurance premium that will expand our long-term options? Do we step into a strategic rental, a business partnership, or a dividend-focused portfolio? Shifting from accumulation to cash flow is less about wild new investments and more about refusing to let surplus be accidental. You become intentional about directing it toward assets that feed you back. How to Manage Cash Flow Like a Business in Your Personal Finances Bruce shared a simple but powerful idea: Run your personal economy the way a healthy business runs its economy. A good business watches: Revenue in Expenses out Profit (cash flow) How quickly profit is redeployed to either increase revenue or decrease expenses You can do the same at home. Track your cash flow clearlyDon’t just “check your balance.” Know exactly what’s coming in, what’s going out, and what’s left. Increase income where you canSide business, consulting, a raise, better pricing in your current business—anything that adds more revenue to your personal economy. Decrease unnecessary expensesLook at both:Discretionary spending (the “nice to haves”) Non-discretionary spending (insurance, utilities, groceries) where you can shop, renegotiate, or restructure. Capture the surplus in a separate “Wealth Coordination Account”This is something Bruce and I teach often:Create a separate account for excess cash flowDon’t let it disappear into your normal spending Use this account to fund your cash flow strategy, pay premiums, and invest in new opportunities This is the heart of cash flow planning—directing every dollar on purpose. How to Create a Personal Cash Flow Strategy That Supports Your Life A personal cash flow strategy isn’t just a budget. It’s a design for how money moves through your life: Income sources W-2 income Business income Rental income Dividends and distributions Core expenses Lifestyle (home, food, transportation, education) Taxes Debt payments Surplus (profit) This is what flows into your Wealth Coordination Account Redeployment planYou decide in advance: What percentage goes to debt reduction What percentage goes to cash flowing assets What percentage goes to premiums on your whole life policies What percentage stays liquid for opportunities This is how you manage your cash flow instead of reacting to it. Over time, this system builds stability for you and creates a foundation for multigenerational wealth planning. Cash Flow vs Accumulation: How to Build Multigenerational Wealth in Practice So how do we make cash flow vs accumulation truly multigenerational? Bruce and his wife use a simple repeatable framework: Cash flowing assets (businesses, rentals, funds) send income into a Wealth Coordination Account. That account pays premiums for permanent life insurance policies. As cash value grows, they borrow against policies to purchase more cash flowing investments. The new cash flow goes back to: Repay policy loans Rebuild the Wealth Coordination Account Fund additional opportunities Rinse and repeat. On the legacy side: Trusts are structured so that death benefits and cash flowing assets pass in an organized, tax-aware way to nieces, nephews, and charities. The trust language gives guidance and guardrails for how the next generation should use policy loans, pay them back, and take out new policies on their own lives and their children’s lives. This is how building generational wealth with cash flow

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Personal Finance for the Entrepreneurially-Minded!

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