The Bracket - Retirement Tax Strategy for High Net Worth Households

Ryan Knoll

You spent thirty years building real wealth. Now the hardest financial decisions of your life are the ones nobody prepared you for and most of them come down to taxes. The Bracket is a show for people with $2 million or more who are approaching or living in retirement and have figured out something their neighbors haven't: at this level, the threat to your money isn't the market. It's the tax code. Required minimum distributions that detonate in your seventies. Roth conversion windows that open and slam shut. The IRMAA surcharges, the widow's penalty, the capital gains decisions, the order you draw down accounts these are the levers that quietly decide whether you keep your wealth or hand a needless slice of it to the IRS over the next thirty years. Most retirement advice is written for people with a few hundred thousand dollars. This isn't that show. The Bracket is built for the household with a $2M, $5M, or $10M-plus balance sheet, where the planning is more complex, the stakes are higher, and the cost of getting it wrong is measured in hundreds of thousands of dollars. Every episode maps the specific tax decisions of the distribution years, the phase where you stop accumulating and start drawing down and shows you where the lines are, where the cliffs are, and where the opportunities hide that your CPA, who's looking backward at last year's return, will never flag. This is not a show about beating the market or picking funds. It's about the part of your financial life you actually control: when income hits, in what form, and in what order. Done right, that's worth more to a high-net-worth retiree than another point of return and unlike the market, it's a decision you get to make. The Bracket is produced by Nav Wealth Partners, a fee-only fiduciary registered investment advisory firm specializing in tax-optimized planning for the distribution phase of retirement. Nav works with high-net-worth retirees and pre-retirees who want their drawdown years engineered with the same rigor that built their wealth in the first place. The firm's focus is narrow on purpose: the years between the end of a paycheck and the end of a plan, where coordinated tax strategy compounds into real, spendable dollars. The show is hosted by Ryan Knoll, founder and CEO of Nav Wealth Partners. Ryan built Nav around a conviction that the retirement industry has the problem backwards that for households who've already accumulated enough, the next great lever isn't a better portfolio, it's a smarter tax strategy across the decades ahead. On The Bracket, he breaks down the frameworks his firm uses with its own clients, including "the stack" and the conversion corridor, in plain language, with real numbers, no jargon left undefined, and no sales pitch. The goal is simple: make you the most informed person in the room about your own retirement tax picture, whether you ever become a Nav client or not. If you've worked hard enough to have a tax problem worth solving, this show is for you. New episodes weekly. Subscribe wherever you listen. [Disclosure: The Bracket is produced by Nav Wealth Partners, a registered investment adviser. Content is educational and for general information only; it is not personalized investment, tax, or legal advice. Listening does not create an advisory relationship.]

  1. Sep 30

    Episode 13 - Stop Converting to Roth Every Year

    "My advisor has me converting $100,000 a year to Roth." Ryan Knoll, CFP®, hears this all the time, and his first question is always the same: why $100,000? A Roth conversion is a decision you make once a year with that year's numbers in front of you. Some years the right amount is much larger. Some years it's zero. In this episode, Ryan explains why fixed-dollar amounts, "fill the 24% bracket" targets, and "convert everything before RMDs" rules all break down. He replaces them with one test. Convert a dollar when taxing it today costs less, all-in, than taxing that same dollar later. Then he follows the Calloways, a composite household with $2.9 million, through four years of conversions: $45,000, then $130,000, then $230,000, then zero. In this episode: Why the argument that tax rates were about to rise went away in 2025, and what the case for converting rests on nowPortfolio composition: how the size of your IRA, your brokerage account, and your charitable plans set how much you should convertToday's rate vs. tomorrow's: the hidden costs that make a "12% conversion" cost 15% or more, and the three future taxpayers to plan for (you, your surviving spouse, your heirs)IRMAA now vs. later: the two-year lookback, the cliff math that makes crossing a line by a little the worst outcome, and when paying one year of IRMAA on purpose makes senseWhy a down market can be the best year to convert, and why you shouldn't go all in mid-yearThe five-question conversion review Nav Wealth Partners runs with clients every fallWho should rarely convert at allWork with us: If you're within ten years of retirement with $2–5 million invested and want to see what your own conversion review looks like, contact Nav Wealth Partners through this link https://calendly.com/ryan-navwealthpartners/nav-introductory-call-podcast.

  2. Sep 16

    Episode 12 - "Is $3 Million Enough?" Is the Wrong Question

    "I've got about three million. Am I okay?" Ryan Knoll, CFP®, gets asked some version of this every week and his honest answer is that nobody can tell you, because the question can't be answered. A balance is a snapshot. It tells you what you've saved, not what that money has to do. In this episode, Ryan replaces "is my number big enough?" with the question that actually has an answer: what after-tax income do I need, where does each dollar come from, and in what order? Then he runs the whole process on the Calloways, a composite household with $2.9 million, a pension, five years of deferred comp, and two Social Security checks that don't start until seventy. What's covered: "The Number" fails because it treats a pre-tax dollar the same as a Roth dollar, ignores every income source that isn't the portfolio, assumes one flat spending level forever, and answers the wrong emotional question in both directionsBuilding an income target that's actually yours using the three-layer method: real baseline spending (not what you think you spend), what's new in retirement (pre-65 healthcare, Medicare, IRMAA, long-term care reserve), and inflationThe income inventory. every source, three questions: when does it start, does it inflate, how is it taxed. Social Security, pensions with no COLA, nonqualified deferred comp and the 409A election you made years ago, and the three tax buckets inside the portfolioWhy deferred comp is the blind spot a five-year payout you can't change fills your brackets whether you want it to or not, and can close your Roth conversion window until it endsThe honest pushback — where rules of thumb still belong, and why the income framing handles sequence-of-returns risk better than a withdrawal rate ever could Your homework this week: Don't check your balance. Pull twelve months of real spending, add what's new, inflate it, and lay every income source on a timeline. You'll see your retirement as a shape instead of a dot. Nav Wealth Partners is a fee-only fiduciary firm in Sewickley, PA, working with households with $2–5 million in investable assets who are within about ten years of retirement. The income target, the inventory, and the sequencing plan described in this episode are where every client relationship starts. → Learn more or request a conversation: https://calendly.com/ryan-navwealthpartners/nav-introductory-call-podcast The Bracket is produced by Nav Wealth Partners, a registered investment adviser. This episode is for educational purposes only and is not individualized investment, tax, or legal advice. Mike and Susan Calloway are a fictional composite household; any resemblance to actual clients is coincidental. Tax figures reflect 2026 law as of the recording date and are subject to change. Consult your own advisor, tax professional, and plan documents before acting on anything discussed.

  3. Sep 9

    Episode 11 - Too Much of One Stock: 5 Rules for Getting Out Without a Tax Bomb

    Five Rules for a Concentrated Stock Position If you've spent fifteen or twenty years at one company, there's a good chance a third or more of your net worth is sitting in a single ticker and your paycheck, your bonus, and your next four years of vesting are riding on the same one. Selling it all tomorrow is lazy advice and usually creates a tax bill you didn't need. This episode lays out a better way: five rules for unwinding a concentrated position built through equity compensation, in the order you'd actually execute them. We cover: Why you can't build a selling plan until you've read your company's blackout calendar and hedging policy and how a 10b5-1 plan lets you sell through the closed windowsThe one instruction that should be attached to every future RSU, ESPP purchase, and ISO exercise before it arrivesHow collars and protective puts put a floor under a position you're stuck holding and the constructive-sale trap that turns a hedge into a tax billUsing the 2026 capital gains brackets, direct indexing, and charitable gifting to sell low-basis shares at a fraction of the tax costWhy "buy a diversified fund" can quietly rebuild the same risk you just sold, and what real diversification looks like when your salary is already the overweight We walk the whole framework through the Calloways a 54-year-old senior director with 42% of a $3.6M household in her employer's stock and a retirement date four years out. The Calloways are a fictional composite household. This episode is educational and not individualized advice. Figures cited are 2026 federal thresholds; consult a qualified professional before acting on anything discussed. Options involve risk and are not suitable for all investors. Have a single stock north of 10% of your net worth? Request a concentrated stock review at www.navwealthpartners.com.

  4. Sep 2

    Episode 10 - The Control Account: Why Your Brokerage Account Runs Your Retirement

    You spent thirty years being told to max out the 401(k). Defer, defer, defer. Nobody told you that the account determining your lifetime tax bill is the boring one. The one with no deduction, no match, no special name, the one your statement just calls "individual." The taxable brokerage account isn't the most tax-efficient account you own. It's the one that makes every other account work. In this episode, Ryan Knoll makes the case for the brokerage account as the control account and puts 2026 numbers on exactly what that control is worth. What's inside: MAGI is the number that runs your retirement — not your bracket. Why $120,000 out of an IRA generates $120,000 of income and $120,000 out of a brokerage account generates $48,000, and every cliff, phase-out, and surcharge that difference touchesThe 0% capital gains bracket. $98,900 of taxable income for a married couple in 2026, how to reset your cost basis for free, and why there's no wash sale rule on gainsOne bracket, two claims. The conflict nobody discusses: the 0% capital gains ceiling and the top of the 12% bracket occupy the same real estate, so every dollar of Roth conversion pushes a dollar of gain out of 0% and into 15%. Which one wins, and the survivor-filing-single problem that usually decides itDirect indexing, honestly. What the harvest actually generates, why the yield decays hard after year five, the wash sale trap that permanently destroys a loss when your IRA buys the same security, and why it's a deferral machine that needs a planned exitThe $119,400 question. What happens when you pay Roth conversion tax from the brokerage account instead of withholding it from the IRA, and why your conversion capacity is limited by your taxable balance, not your IRA balanceThe ACA cliff is back. The enhanced premium tax credits expired January 1, 2026, and the 400%-of-poverty cutoff returned with them. A 63-year-old couple, the same $120,000 of spending, and a $22,800 swing in a single year decided by nothing but which account the money came fromIRMAA and the Double Assessment. The $218,000 line, the two-year lookback, and a $15,200 difference on an $80,000 roofWhy you want to die owning this account. Step-up in basis versus the ten-year rule, and what your kids actually inheritThe honest case against. Annual tax drag, asset location most people have inverted, creditor protection, and the one account that beats all of theseThe one-sentence thesis: the brokerage account is not the best account for building wealth but it's the account that gives you options, and the households who arrive at retirement without one find that every good idea their advisor brings them is unaffordable.

  5. Aug 26

    Episode 9 - If You Are Following These Retirement Rules...Stop

    If you retire at 63 with $3.4 million and buy the target-date fund with your retirement year on the label, you'll end up holding roughly $1.7 million in bonds. If you spend $10,000 a month, that's eleven years of spending parked in an asset class that has historically done little more than keep pace with inflation. Nobody chose eleven years. It fell out of a percentage rule that has nothing to do with what you actually spend. In this episode, Ryan Knoll makes the case that most households between $2M and $5M aren't too aggressive in retirement. They're dangerously conservative, and the culprit is the rule itself. Percentage-of-portfolio allocations scale with your account balance, not your life. That makes them accidentally correct at exactly one portfolio size and wrong everywhere else. Then the part almost nobody covers: it's not just how much you hold in bonds, it's which account you hold them in and that decision is worth more over thirty years than getting the percentage right. In this episode: Why percentage rules are the wrong shape. Two couples, same age, same spending, same 40% bond allocation. One ends up with three years of spending in bonds, the other with thirteen. Why "100 minus your age" answers a question you never asked. Sizing the bond sleeve to years, not percentages. The Nav Wealth framework: three to five years of gross, pre-tax withdrawals. Why using your spending number instead of your withdrawal number quietly builds a four-year sleeve when you thought you built five. What over-allocation actually costs. A composite $3.4M household, three different allocation methods, and the compounding gap between them across a 25-year retirement. The Lost Decade objection, handled honestly. 2000–2009 was a large-cap growth event, not a diversified portfolio event. Why the answer to concentration risk is diversification, not de-risking and why those get substituted for each other constantly. The refill rule. Four states, written down in advance, no judgment calls. When you rebalance into the sleeve, when you stop, and the point at which you cut discretionary spending instead of selling equities at the bottom. Where the bonds live. Why the entire sleeve belongs in the IRA, why you should never hold a bond in a Roth, and how bond interest in a taxable account quietly consumes the Roth conversion corridor and the 0% capital gains window during the most valuable tax years of your life. When this framework is wrong. The four situations where a three-year sleeve breaks, including the behavioral one nobody wants to admit. Work with us: If you want to see how this applies to your own numbers, our team does exactly this work tax strategy for the distribution years. Schedule a conversation: https://calendly.com/ryan-navwealthpartners/nav-introductory-call-podcast Do it yourself: Download the Retirement Income Architecture Blueprint and work through your own situation: https://nav-wealth-resources.netlify.app/income-blueprint.html Watch on YouTube: https://www.youtube.com/@NavWealthPartners

About

You spent thirty years building real wealth. Now the hardest financial decisions of your life are the ones nobody prepared you for and most of them come down to taxes. The Bracket is a show for people with $2 million or more who are approaching or living in retirement and have figured out something their neighbors haven't: at this level, the threat to your money isn't the market. It's the tax code. Required minimum distributions that detonate in your seventies. Roth conversion windows that open and slam shut. The IRMAA surcharges, the widow's penalty, the capital gains decisions, the order you draw down accounts these are the levers that quietly decide whether you keep your wealth or hand a needless slice of it to the IRS over the next thirty years. Most retirement advice is written for people with a few hundred thousand dollars. This isn't that show. The Bracket is built for the household with a $2M, $5M, or $10M-plus balance sheet, where the planning is more complex, the stakes are higher, and the cost of getting it wrong is measured in hundreds of thousands of dollars. Every episode maps the specific tax decisions of the distribution years, the phase where you stop accumulating and start drawing down and shows you where the lines are, where the cliffs are, and where the opportunities hide that your CPA, who's looking backward at last year's return, will never flag. This is not a show about beating the market or picking funds. It's about the part of your financial life you actually control: when income hits, in what form, and in what order. Done right, that's worth more to a high-net-worth retiree than another point of return and unlike the market, it's a decision you get to make. The Bracket is produced by Nav Wealth Partners, a fee-only fiduciary registered investment advisory firm specializing in tax-optimized planning for the distribution phase of retirement. Nav works with high-net-worth retirees and pre-retirees who want their drawdown years engineered with the same rigor that built their wealth in the first place. The firm's focus is narrow on purpose: the years between the end of a paycheck and the end of a plan, where coordinated tax strategy compounds into real, spendable dollars. The show is hosted by Ryan Knoll, founder and CEO of Nav Wealth Partners. Ryan built Nav around a conviction that the retirement industry has the problem backwards that for households who've already accumulated enough, the next great lever isn't a better portfolio, it's a smarter tax strategy across the decades ahead. On The Bracket, he breaks down the frameworks his firm uses with its own clients, including "the stack" and the conversion corridor, in plain language, with real numbers, no jargon left undefined, and no sales pitch. The goal is simple: make you the most informed person in the room about your own retirement tax picture, whether you ever become a Nav client or not. If you've worked hard enough to have a tax problem worth solving, this show is for you. New episodes weekly. Subscribe wherever you listen. [Disclosure: The Bracket is produced by Nav Wealth Partners, a registered investment adviser. Content is educational and for general information only; it is not personalized investment, tax, or legal advice. Listening does not create an advisory relationship.]

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