The Weekly Wealth Podcast

David Chudyk

Exploring the Mindsets, Tactics, and Strategies to help you to build and maintain wealth.

  1. 3d ago

    Ep 279: LIAM 2026 is here!

    Every September, the insurance industry runs Life Insurance Awareness Month — and most of the advice sounds the same: buy term, protect your family, don't wait. That advice is correct. It's also, at best, half the story. Life insurance has two entirely different jobs depending on where you are in life. For a young parent with a mortgage and a new baby, it's the thing standing between "we'll be okay" and financial free-fall. For a business owner who's spent decades building something real, it's a liquidity and legacy tool that has almost nothing to do with dying too soon and everything to do with protecting what's already been built. Most people only ever hear about the first version. This episode covers both — plus a living-benefit feature almost nobody explains correctly, and the reason you should be skeptical the moment someone tells you they've "properly structured" your policy. By the numbers: Roughly 100 million American adults are uninsured or believe they need more life insurance coverage (LIMRA & Life Happens, 2025–2026 Insurance Barometer Study).Healthy young adults overestimate the true cost of term coverage by 10–12 times.Estate taxes are typically due within 9 months of death — often with little cash on hand to pay them.The average life insurance coverage gap is approximately $200,000 per U.S. household. The Foundation: What Term Life Actually Solves (~1:30)For young families, term life insurance isn't complicated and it isn't expensive — it's one of the most misunderstood products in personal finance, largely because people wildly overestimate what it costs. David breaks down why term, not whole life, is the right starting point for most families, how to calculate a real coverage number instead of relying on a lazy "10x income" rule, and the three mistakes that quietly leave families underinsured: relying on employer coverage alone, never revisiting the policy after major life changes, and cutting coverage because of sticker shock instead of shopping it properly. "A healthy 35-year-old can often get $1,000,000 of 20-year term coverage for the cost of a streaming subscription or two per month." The Living Benefit Nobody Explains Correctly (~8:00)Here's the part of the episode that surprises almost everyone: modern life insurance can pay out while you're still alive. Drawing on his CLTC (Certified in Long-Term Care) designation, David explains how a long-term care or chronic illness rider lets you access a portion of your death benefit if you survive a stroke, a serious diagnosis, or another disabling health event — the kind of moment traditional life insurance does nothing for, because nobody died. This isn't a retiree-only conversation; it's relevant the moment you have a family depending on your income. "Don't just ask 'how much life insurance do I have?' Ask 'what happens if I get sick and don't die?'" Not sure what's actually in your policy? If you don't know whether your coverage includes living benefits — or whether it still fits your life — that's a five-minute conversation, not a five-month project. Book your free Vision Call. When Life Insurance Becomes a Business Strategy (~14:30)For business owners, life insurance stops being a safety net and starts being a strategic tool. This segment covers two scenarios every co-owned business needs to plan for: a properly funded buy-sell agreement that lets a surviving owner keep control of the business instead of unexpectedly co-owning it with a deceased partner's estate, and key-person insurance that funds the runway to recover if someone critical to revenue is suddenly gone. "If my partner died tomorrow, what happens? In most cases, their ownership stake doesn't just evaporate." Estate Liquidity: The Wealth Trap Nobody Warns You AboutYou can be genuinely wealthy and still face a liquidity crisis the moment you die. When a large share of net worth is tied up in a business, real estate, or concentrated stock, an estate tax bill can come due with almost no cash available to pay it — forcing a rushed sale of assets at a discount. David explains how life insurance, often held inside an irrevocable trust, creates exactly the liquidity needed to pay that bill without touching the underlying assets — and how it can be used to equalize an inheritance when one child takes over the business and the others don't. Curious how ready your business actually is for a transition? Get your free Sellability Score. The "Properly Structured IUL" Red Flag (~21:00)Permanent insurance — including indexed universal life (IUL) — has a legitimate use as a tax-advantaged savings and growth vehicle, for the right person, in the right situation. But David draws a hard line around a specific phrase circulating on social media: "properly structured IUL." If someone leads with that phrase, treat it as a warning label, not a credential. This segment covers what illustrated vs. guaranteed rates actually mean, why "no market losses" isn't the whole picture, and the one question to ask before you ever sign an IUL application. "When someone leads with the phrase 'properly structured,' that's usually the tell, not the reassurance." Frequently Asked QuestionsHow much life insurance do I actually need? A useful starting framework is DIME — Debt, Income, Mortgage, Education — which totals what it would take to eliminate debt, replace income for a meaningful runway, pay off the house, and fund your kids' education. It's a strong starting point, but a real needs analysis that reflects your specific family and goals will always beat a formula. What's the difference between term and permanent life insurance? Term life covers you for a defined window at a much lower cost. Permanent insurance (whole life or IUL) lasts your entire life and builds cash value, but costs significantly more and serves a different purpose: savings, estate liquidity, or wealth transfer rather than pure income replacement. What is a long-term care or chronic illness rider? It's a feature that lets you access a portion of your death benefit while you're still alive if you experience a qualifying health event — a stroke, a serious diagnosis, or a need for long-term care. It addresses a risk traditional life insurance ignores entirely: surviving, but with a serious financial disruption. What is a buy-sell agreement and why does my business need one? A buy-sell agreement is a contract, funded by life insurance, that determines what happens to a business owner's stake if they die. Without one, that ownership stake typically passes to the deceased owner's spouse or estate — leaving the surviving owner unexpectedly co-owning the business with someone who may not want to run it, and may need cash instead. Is "properly structured IUL" a real thing, or a red flag? IUL can be a legitimate planning tool, but the phrase itself — used as a blanket reassurance on social media — is usually a sign to slow down. The real question isn't whether it's "structured properly," it's whether you've seen the guaranteed rate, not just the illustrated one, and whether the person recommending it is held to a fiduciary standard. Wherever you landed in this episode — that's exactly what a Vision Call is for. Whether you need your first policy or a real review of what you already have, it's a free 20-minute conversation, not a sales pitch. Book your free Vision Call.

    Ep 279: LIAM 2026 is here!
  2. Aug 28

    Ep 278: Readiness 360 for Exit Planning

    73% of business owners who say they're ready to sell are missing at least one of the two numbers required to know if a sale will actually work. In this episode, David breaks down a new data study of 10,548 business owner assessments and lays out the Readiness 360 — the three questions every owner has to answer honestly before they sit across from a buyer. Are you personally ready to let go? Is your business actually ready to be sold? And does the math even work? What You'll LearnThe two numbers every owner needs before they can know if a sale will work — and why 73% of owners are missing at least oneWhy even owners who did the homework still get bad news: 1 in 5 discover their business is worth less than they needThe “pushed vs. pulled” problem — why burnout and stress are driving more exits than actual planningWhy 25% of owners can't name a single thing they're excited about after the sale, and what that means for a dealThe eight drivers that determine whether your business survives buyer diligence — separate from how much cash it generates Timestamps0:00 — Cold open: You've decided to sell. Here's why you're not ready.0:45 — Intro: framing the Readiness 3602:30 — Segment 1: Are you financially ready? The two numbers9:30 — Mid-episode: the Sellability Score10:00 — Segment 2: Are you personally ready? Pushed vs. pulled16:30 — Segment 3: Is your business ready to be sold?21:30 — Wrap-up: putting the 360 together24:00 — Where to start: Sellability Score and PREScore Key Takeaway“Wanting to sell is not the same as being ready to sell.” Only 27% of business owners have both a minimum number and a recent valuation — the two things required to know whether a sale will fund the life they want afterward. And even among owners who have both, roughly 1 in 5 find out the business is worth less than they need. Readiness isn't a feeling. It's a diagnosis, and the earlier you run it, the more options you have. Ready to Find Out Where You Stand?Start with the free Sellability Score — a 15-minute assessment that shows you where your business stands on the eight drivers that determine what it's worth: weeklywealthpodcast.com/sellabilityscore Want to go deeper on personal readiness? The PREScore assessment measures whether you — not just the business — are ready for what comes next: weeklywealthpodcast.com/prescore

  3. Aug 21

    Ep 277: Advanced Financial BASICS

    Advanced Financial BasicsSuccess is boring. That's not a knock — it's the whole point. The best tennis players in the world don't win with highlight-reel shots; they win by making almost every easy shot and missing almost nothing. Wealth-building works the same way. This week, David Chudyk, CFP®, breaks down BASICS — a six-letter framework covering the unglamorous, "advanced" fundamentals that actually move the needle for people who are already building real wealth. What BASICS Actually Stands ForB — Budget. Not a lecture about canceling subscriptions. The real question isn't "can I afford this," it's "is this appropriate for my current situation." For some listeners — especially those with a solid nest egg — an appropriate spending plan means spending more, not less. A — Allocation. Where should your money actually live — checking, real estate, retirement accounts, an emergency fund, speculative positions? "Should I buy the hot new IPO?" is really an allocation question in disguise, and there's no universal right answer without knowing the full picture. S — Systems. We don't rise to the level of our goals, we fall to the level of our systems. This segment covers the financial habits — recurring money check-ins, subscription audits, auto-pay, systematic investing — that quietly determine whether goals actually happen. I — Insurance. Insurance isn't exciting, and David doesn't pretend otherwise — but its job is simple: it protects your money, nothing more, nothing less. Includes a breakdown of life insurance, liability coverage, and why finding a great local independent insurance agent is real advice, not a throwaway line. C — Caring. Tying back to David's core philosophy — how we handle our money should positively impact our lives and the lives of those around us — this segment covers generosity beyond the tax-deductible check, and a candid look at whether your spending actually reflects what you say you value. S — Support. Borrowing from Dr. Benjamin Hardy's Who Not How, David makes the case that the right question isn't "how do I figure this out myself," it's "who already knows how to do this." Financial advisors, CPAs, attorneys, fractional CFOs, and mastermind groups all make the list. Bonus Content: Allocation, Round TwoStick around after the outro for a bonus deep-dive on allocation: why the goal of investing isn't always the highest possible return, how David solves for the required rate of return needed to hit a goal, and why a 79-year-old getting a lucky 40% return doesn't mean their money was allocated correctly. Resources MentionedFree E-Book: The Rainmaker's Dilemma — for business owners stuck as the primary revenue driver in their own companyBook Referenced: Who Not How by Dr. Benjamin HardyRelated Episode: "The Richest Corpse in the Graveyard" (referenced in the Budget segment) Where Are You Strong? Where Are You Weak?Leave David a voicemail at weeklywealthpodcast.com and tell him which of the six basics you need to work on. Or skip straight to a conversation: Book your free Vision Call.

    Ep 277: Advanced Financial BASICS
  4. Aug 14

    Ep 276: Peyton Hoppes

    Guest: Peyton Hoppes, ProVest Wealth Advisors (Spartanburg, SC) Episode SummaryDavid sits down with longtime friend and fellow financial advisor Peyton Hoppes to talk shop. Peyton recently joined ProVest Wealth Advisors in Spartanburg, SC, where he and colleague Gabe are stepping in to take over the client relationships of a retiring advisor. The two dig into what they're seeing with clients day-to-day: how busy families in their "formation years" actually manage cash flow, the real difference between Roth and pre-tax retirement accounts (and when each makes sense), and — for anyone who's ever dreamed of owning a beach house — a breakdown of the smartest (and riskiest) ways to actually pay for one. Key TakeawaysPurposeful money management beats default money management. Peyton runs a system of segregated accounts (savings, taxes, vacation/project fund) so every dollar has a job — and vacations get booked only once the savings cover them.Family formation years (roughly age 28–47) are the most expensive of your financial life. Most people's spending peaks here, then tapers as kids move out.Wealth isn't a number — it's time. Peyton's definition: wealth is the amount of time you can spend not working, not a dollar figure on a screen.Roth vs. pre-tax isn't a "which is better" question — it's a "which serves this purpose" question. Younger earners in lower tax brackets often benefit more from brokerage/Roth flexibility than maxing out pre-tax accounts; higher earners in higher brackets benefit more from pre-tax now with planned Roth conversions later.The three-bucket strategy: pre-tax, Roth (post-tax), and brokerage (post-tax, flexible) — where you focus your dollars should shift as your income and life stage change.Funding a dream property (like a beach house) has real tax tradeoffs. David and Peyton walk through three scenarios: cashing out a brokerage account (and eating the capital gains tax), a HELOC against your primary residence, and a securities-backed line of credit — each with very different risk profiles.Late-in-life cash flow planning is about spending well, not just accumulating. For those in their late 60s+ with fixed income covering expenses, the conversation shifts to strategic giving and enjoying wealth now rather than only growing net worth. About Peyton HoppesPeyton recently joined ProVest Wealth Advisors in Spartanburg, SC, focusing on families with busy lives and high financial complexity — business owners, medical professionals, and families with special-needs children. He and David worked together for several years before Peyton's move. Connect with Peyton: Email: peyton@provestwealth.comLinkedIn: Peyton HoppesWebsite: provestwealth.com 📅 Want to Talk Through Your Own Financial Situation?Book a complimentary 20-minute Wealth Optimization Call with David — a CFP® who works with successful individuals and business owners. 👉 Book Your Call → weeklywealthpodcast.com/vision 📧 Questions? Email david@parallelfinancial.com The information presented on this podcast is for general educational purposes only and does not constitute financial, investment, legal, or tax advice. Parallel Financial is registered with the U.S. Securities and Exchange Commission (SEC) as a registered investment advisor. Registration does not imply a certain level of skill or training, nor does it constitute an endorsement by the SEC. All investing involves risk, including the potential loss of principal. Please consult a qualified financial professional before making any financial decisions.

  5. Aug 7

    Ep: The Richest Corpse in the Graveyard

    The Richest Corpse in the GraveyardIf you ran out of money, when would it happen? For a growing number of retirees — paid-off home, pension, Social Security, a seven-figure portfolio sitting quietly in the background — the honest answer is probably never. And yet study after study shows this exact group is still the most hesitant to spend a dollar of it. In this episode, David uses a composite family — paid-off home, $3 million invested, pension and Social Security covering nearly all of their monthly expenses — to unpack why disciplined savers keep saving long after saving has stopped being the point, what the research actually says about it, and what to do instead: fund a business start for someone who needs it, launch a scholarship, or hand your grandkid the keys to a car while you're around to watch her drive it away. Why So Many Retirees UnderspendResearch from the Employee Benefit Research Institute found that roughly one-third of retirees still have 100% or more of their original retirement assets remaining by their mid-80s. Married couples 65 and older withdraw, on average, just 2.1% of their portfolio per year — well below the roughly 5% that current research considers a safe withdrawal rate. David calls this FORO — Fear Of Running Out — the retirement version of FOMO, except what you're missing is your own life. The people this happens to aren't reckless with money — they're the most disciplined savers in the room. As advisor Zach Teutsch puts it, "Overspending is risky. But underspending is risky too." David — who holds the CLTC designation alongside his CFP® — also draws a hard line between vague, unfocused fear and one actual, named risk worth planning for: an extended long-term care event. Solve that risk on purpose, and the rest of the portfolio is free to be used. Money That Moves vs. Money That SitsDavid's core mission for the show: how we handle our money should positively impact our lives and the lives of those around us. A growing balance doesn't do that on its own — it only matters once it moves. Fund a business start. More than a quarter of people who've helped fund someone's business gave to a close family member. David's practical note: decide up front whether it's a gift, a loan, or an equity stake, and put it in writing.Start a scholarship. A scholarship is legacy you get to watch unfold now — not legacy that waits for a will to activate.Buy the car, watch them drive it. Cash left invested usually outperforms a depreciating asset financially — but if the goal is connection rather than optimization, watching your grandchild's reaction beats a line item in probate. Give with a warm heart, not a cold hand — it doesn't need a tax deduction to be worth doing. Episode Timestamps0:00 — Cold open: one grandfather, two very different versions of the same gift2:15 — The data: why one-third of retirees barely touch their savings6:30 — Why disciplined savers are the most likely to underspend10:30 — The one legitimate fear worth naming: long-term care13:30 — The mission statement, and why a growing balance isn't the goal14:15 — Funding a family member's business start17:00 — Starting a scholarship while you're alive to see it work19:30 — The car in the driveway, and the tax-deduction question, answered directly23:30 — Permission to spend: why the gap only closes with a real plan27:00 — Wrap-up and next steps Have You Already Won the Game?If your expenses are mostly covered and your portfolio is quietly growing untouched, you don't need a guess — you need an actual answer. Book a free 20-minute Vision Call with David: weeklywealthpodcast.com/vision Related EpisodesEp. 267: What If You Have Already Won? — the Freedom Point episode this one builds directly on.Ep. 261: Six Retirement Philosophies — a broader look at the mindsets that shape how people actually spend, or don't, in retirement.

    Ep: The Richest Corpse in the Graveyard
  6. Jul 31

    EP 274: A Refresher... check it out!

    Replay Episode — This one's a "blast from the past." David originally recorded this conversation in the last quarter of 2022, right in the middle of heavy recession fear and a rough year in the markets. He's bringing it back now because 2026 has had its own share of ups and downs, and the mindset underneath this conversation hasn't gone stale. Joining David is Mike DiJoseph of Vanguard's Investment Advisory Research Center, whose team studies why investors make the decisions they make — and how a good advisor changes the outcome. In This EpisodeWhy financial news functions more like entertainment than informationVanguard's "Advisor's Alpha" research: the roughly 3% net-return value a good advisor adds over timeA real 2020 case study: bailing out at the bottom turned $1M into $800K, while staying the course turned it into $1.2MWhy the political party in power has a surprisingly weak relationship with market returnsThe behavioral finance reason your brain forgets years of gains the moment there's one bad yearReframing downturns: lock in the loss on the portfolio, or lock in the loss on the goal Meet the GuestMike DiJoseph works within Vanguard's financial advisor services division, on the Investment Advisory Research Center team. He and David connected through the Financial Planning Association. Key MomentsApproximate timestamps — this is a replay, so times are estimated from the conversation flow. 00:00 — Why David is replaying this episode now03:30 — Meet Mike DiJoseph and Vanguard's research team06:00 — Is a recession actually bad for the stock market?10:30 — The Tesla thought experiment13:00 — How one word turns a headline from bullish to bearish16:00 — Staying the course doesn't mean standing still19:00 — Does the party in power actually move the markets?24:00 — The recency bias problem27:00 — The 2020 case study: $800K vs. $1.2M33:00 — What a good advisor is actually worth37:00 — Insurance and estate-planning blind spots41:00 — Personal definitions of wealth Quotable"You can either lock in the loss on the portfolio, or you lock in the loss on the goal." "There is never going to be an all-clear signal. And to the extent that there is one, it's probably too late." "When your values are clear, your decisions are easy." Not sure if your portfolio — or your plan — is actually built for moments like this? Book a free 20-minute Vision Call: weeklywealthpodcast.com/vision Connect with David directly: david@parallelfinancial.com If this episode helped reframe how you're thinking about the market right now, share it with someone who needs to hear it — and follow the show so you don't miss what's next.

    EP 274: A Refresher... check it out!
  7. Jul 24

    Ep 273: The Mid-Year Money Checkup: 9 Things to Check Before the Year Slips Away

    The Mid-Year Money Checkup: 9 Things to Check Before the Year Slips AwayYou change your oil every 5,000 miles or so. Nobody waits for the engine to seize up on the highway to think about it. Your finances deserve the same treatment — and we're right at the halfway point of the year, which is exactly the moment to pop the hood before a bunch of December deadlines sneak up on you. This episode is nine things, no long story, no single deep dive. Some apply if you're a business owner, some don't — but almost everyone listening will hear at least three or four that apply directly to them. "A fifteen-minute check-in in July is a lot cheaper, financially and emotionally, than the same conversation happening in a panic in December." The 9-Item Checklist1. The Roth Conversion Window — a lower-income or down-market year can make this the best conversion opportunity you'll get.2. Charitable Giving Strategy — bunch giving or fund a donor-advised fund now, not in the last week of December.3. Retirement Contribution Pace Check — are you actually on track to max out by December 31st?4. Buy-Sell Agreement & Valuation Freshness Check — business owners: does that document still reflect reality?5. The Mid-Year P&L Sit-Down — with your CFO, CPA, advisor, or just yourself and a cup of coffee.6. The Zombie Subscription Audit — find the charges you forgot you were paying for.7. Portfolio Drift Check — your allocation has probably wandered from target, even if you never touched it.8. The Net Worth Snapshot — recalculate it and compare to January. Fifteen minutes, real data instead of a vibe.9. Did Anything Big Happen This Year? — marriage, divorce, a new kid, a home purchase, a sale. Any of these should trigger a full plan review, not just a line-item update. Episode Timestamps00:00 — Cold open: the oil change analogy02:15 — 1. The Roth Conversion Window04:15 — 2. Charitable Giving Strategy06:15 — 3. Retirement Contribution Pace Check08:15 — 4. Buy-Sell Agreement & Valuation Freshness Check10:15 — 5. The Mid-Year P&L Sit-Down14:00 — 6. The Zombie Subscription Audit16:00 — 7. Portfolio Drift Check18:00 — 8. The Net Worth Snapshot20:00 — 9. Did Anything Big Happen This Year?22:30 — Close: pick two, put a date on the calendar Got a question raised by this list? Book a free 20-minute Vision Call: weeklywealthpodcast.com/vision Know someone who needs this list more than you do? Send them the episode — it's more useful than another group text about the weather. Resources MentionedSellability Score — for business owners revisiting their buy-sell agreement or valuationBook a Vision Call

    Ep 273: The Mid-Year Money Checkup: 9 Things to Check Before the Year Slips Away
  8. Jul 17

    Ep 272: You Don't Need to Become a Financial Expert (Do This Instead)

    I cut my own grass every week. I don't mind it — it's mindless, it's outside, I like the hour. Plenty of people I know, just as busy and just as capable, pay someone else to do theirs. Neither one of us is wrong. We just decided differently about where we want to spend that hour. Turns out we all make that same call, constantly, in every part of our lives — we just never name it out loud. This episode names it: the DIYer, the Partner, and the Delegator, and the honest question of which one you actually are when it comes to your money. "My job was never to know something you couldn't Google. My job is to make sure the right thing happens even on the day you don't feel like doing it." What You'll LearnThis episode breaks down the DIYer / Partner / Delegator framework and applies it directly to your money — using ideas borrowed from Bill Bachrach's values-based financial planning and the "Who Not How" mindset from Dan Sullivan and Dr. Benjamin Hardy. Episode Timestamps00:00 — Cold open: the lawn story and the three types02:30 — Segment 1: DIYer, Partner, Delegator, defined across everyday life07:00 — Segment 2: Information is free. Your time isn't.10:00 — The Bachrach question: what would you do with the time back?11:00 — From "How" to "Who": the Who Not How mindset shift13:30 — Segment 3: Implementation is the whole game17:00 — Segment 4: The cost of small mistakes (the beneficiary story)20:30 — Close: the honest question to ask yourself The Question Worth Sitting WithIf you no longer spent your evenings and weekends researching stocks, reading up on IRA rules, or checking your portfolio — what would you actually do with that time? Coach your kid's team without half your brain on the market? Sleep through the night instead of running numbers at 1am? Whatever you just pictured — that's the actual return on delegating. Not a better return than the S&P. Your life back. "The DIYer instinct is to ask 'how do I do this.' The Delegator instinct is to ask 'who can do this for me.' Neither question is wrong — but only one of them gives you your evenings back." The Mistake Nobody Talks AboutIt's rarely a market crash that quietly costs a family everything. It's a beneficiary form filled out once, years ago, and never updated through a marriage, a divorce, or a new kid. That account doesn't care what your will says — it pays out exactly according to the form. That's not a knowledge gap. That's an implementation gap, and it's exactly the kind of thing accountability is built to catch. Not sure which one you are with your money? Book a free 20-minute Vision Call: weeklywealthpodcast.com/vision Know a Delegator who's still white-knuckling their own portfolio out of guilt? Send them this episode — it might be the permission they've been waiting for. Resources MentionedWho Not How by Dan Sullivan and Dr. Benjamin HardyBill Bachrach's values-based financial planning approachBook a Vision Call

    Ep 272: You Don't Need to Become a Financial Expert (Do This Instead)
5
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25 Ratings

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Exploring the Mindsets, Tactics, and Strategies to help you to build and maintain wealth.

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